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Chemical Structure| 104706-47-0

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Product Details of [ 104706-47-0 ]

CAS No. :104706-47-0
Formula : C4H10ClNO
M.W : 123.58
SMILES Code : Cl[H].O[C@@H]1CCNC1
MDL No. :MFCD00191570
InChI Key :QPMSJEFZULFYTB-PGMHMLKASA-N
Pubchem ID :2759336

Safety of [ 104706-47-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 104706-47-0 ] Show Less

Physicochemical Properties

Num. heavy atoms 7
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 0
Num. H-bond acceptors 2.0
Num. H-bond donors 2.0
Molar Refractivity 34.07
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

32.26 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.0
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.11
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.24
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.16
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.52
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.05

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.68
Solubility 26.1 mg/ml ; 0.211 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-0.34
Solubility 56.1 mg/ml ; 0.454 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-0.13
Solubility 91.4 mg/ml ; 0.74 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.98 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.37

Application In Synthesis of [ 104706-47-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 104706-47-0 ]

[ 104706-47-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 24424-99-5 ]
  • [ 104706-47-0 ]
  • [ 109431-87-0 ]
YieldReaction ConditionsOperation in experiment
99% With triethylamine; In dichloromethane; at 0 - 20℃; for 0.12h; To a stirred solution of (R)-pyrrolidin-3-ol hydro chloride (3.0 g, 24.2 mmol) in DCM (30 ml), were added N(Et)3(10.2 ml, 72.8 mmol) and (Boc)20 (6 ml, 26.7 mmol) at 0 C. The reaction mixture was allowed to stir at room temperature for about 12 hours. After 12 hours of stirring, saturated NH4C1 was added. The solution was extracted with EtOAc (2x60 mL). The combined organic phases were washed with brine, dried over Na2S04and concentrated under reduced pressure to give the crude product. Purification by flash chromatography with EtOAc-hexane (4: 6) as an eluent to afford the desired product (4.5 g, yield: 99%) as an oil.
99% To the stirred solution of ( ?)-pyrrolidin-3-ol hydrochloride (10 g, 81 mmol) in dichloromethane (80 ml):methanol (20 ml) mixture at 0 C, triethylamine (22.6 ml, 160 mmol) was added and stirred for 10 min. Boc-anhydride (22.5 ml, 97 mmol) was added drop wise at 0 C. The reaction mixture heated to 25 C and stirred for 16 h. Upon completion of the reaction, the reaction mixture was evaporated to dryness under reduced pressure. The residue was diluted with water (50 ml) and the product was extracted thrice with ethyl acetate (150 mL). The combined ethyl acetate layer was washed once with water (20 mL). The ethyl acetate layer was dried over anhydrous sodium sulphate and evaporated under reduced pressure to obtain tert- butyl (R)-3-hydroxypyrrolidine-l-carboxylate (15 g, 80 mmol, 99 % yield).
96% With potassium carbonate; In tetrahydrofuran; water; (Example 1) N-tert-butoxycarbonyl-(R)-3-hydroxypyrrolidine 124 g of (R)-3-hydroxypyrrolidine hydrochloride was dissolved in 187 g of distilled water and neutralized by adding 217g of aqueous solution of potassium carbonate (containing 72 g of potassium carbonate). 431 g of THF solution of di-tert-butyl dicarbonate (containing 214 g of di-tert-butyl dicarbonate) was dropped into the solution. After stirring for a while, an extraction was carried out with 565 g of toluene, and the mixture was concentrated, thereby obtaining 180 g of N-tert-butoxycarbonyl-(R)-3-hydroxypyrrolidine (yield of 96 %). 1H-NMR(CDCl3):δ(ppm)1.48 (s,9H),1.86-2.04(m,3H),3.26-3.56(m, 4H),4.45(m,1H).
71% With dmap; triethylamine; In dichloromethane; at 0 - 5℃; for 2h; Step 2: Preparation of (3R)-l-(tert-butoxycarbonyl)-3-hydroxypyrrolidine (IX): To a stirred suspension of 3-(i?)-hydroxypyrrolidine hydrochloride (VIII) (110 g, 0.9 mol) in dichloromethane (1100 ml), triethylamine (273 g, 2.7 mol) was added at 0- 5C. After 5 minute of stirring di-feri-butyldicarbonate [(Boc)20] (245 g, 1.125 mol) was added to the reaction mixture in small portions, followed by 4-dimethylaminopyridine (10.99 g, 0.09 mol). The reaction mixture was stirred for 2 hour and then poured in to water (1100 ml). The organic layer was separated and washed with saturated ammonium chloride solution (1x1100 ml) and water (1100 ml). The organic layer was dried over anhydrous sodium sulphate and the solvent evaporated under reduced pressure. The residue was purified by silica gel (60-120 mesh) column chromatography using 1-5% mixtures of acetone: hexane as an eluent. The combined fractions were evaporated, to obtain the 118 g of (3i?)-l-(ieri-butoxycarbonyl)-3-hydroxypyrrolidine (IX), as a white solid, in 71 % yield. Analysis: Melting point: 55 - 58C; Mass: 188 (M+l); for Molecular Weight of 187.24 and Molecular Formula of C9H17N03; and 1H NMR (400MHz, CDC13): 54.428 - 4.424 (s, 1H), 3.46 - 3.43 (m, 2H), 3.37 - 3.28 (m, 2H), 2.36 - 2.30 (d, 1H), 2.00 - 1.86 (m, 2H), 1.44 (s, 9H).
70% With triethylamine; In methanol; at 0 - 20℃; Di-tert-butyl dicarbonate (1.6 g, 7.3 mmol) was added to a solution of (R)-3-pyrrolidinol hydrochloride (1.0 g, 8.1 mmol) in MeOH (20 mL) and triethylamine (3.4 mL, 24.3 mmol) at 0 C. The reaction was stirred overnight while warming to rt. Solvent was removed in vacuo. The residue was diluted with EtOAc (50 mL), washed with water (40 mL*3), washed with brine (50 mL), dried (Na2SO4), and concentrated to give 950 mg (70%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 1.37 (9H, s), 1.60-1.90 (2H, m), 3.00-3.30 (4H, m), 4.19 (1H, m), 4.87 (1H, d, J=2.8 Hz).
With dmap; triethylamine; In dichloromethane; at 20℃; for 2.25h; Solid di-tert-butyldicarbonate (38.8g, 178mmol) was added in portions over 15 minutes to a stirred solution of (3R)-pyrrolidin-3-ol hydrochloride (20g, 162mmol), triethylamine (24.8mL, 178MMOL) and 4- (DIMETHYLAMINO)-PYRIDINE (DMAP) (20mg) in dry dichloromethane (300mL). After stirring for 2 hours at room temperature, the mixture was washed with aqueous citric acid, then brine. The organic extracts were dried (MGS04), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (20: 80 to 60: 40), to give the title compound as a solid
With dmap; In dichloromethane; at 20℃; for 2h; Solid ditert-butyldicarbonate (38. 8G, 178mmol) was added in portions over 15 minutes to a stirred solution of (3R)-pyrrolidin-3-ol hydrochloride (20g, 162MMOL), triethylamine (24. 8mL, 178mmol) and 4- (dimethylamino)-pyridine (20mg) in dry dichloromethane (300mL). After stirring for 2 hours at room temperature, the mixture was washed with aqueous citric acid, then brine. The organic extracts were dried (MgSO4), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (20: 80 to 60: 40), to give the title compound as a solid.
With dmap; triethylamine; In dichloromethane; at 20℃; for 2.25h; Solid ditert-butyldicarbonate (38.8g, 178mmol) was added in portions over 15 minutes to a stirred solution of (3R)-pynolidin-3-ol hydrochloride (20g, 162mmol), triethylamine (24.8mL, 178mmol) and 4- (DIMETHYLAMINO)-PYRIDINE (20mg) in dry dichloromethane (300mL). After stirring for 2 hours at room temperature, the mixture was washed with aqueous citric acid, then brine. The organic extracts were dried (MGS04), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (20: 80 to 60: 40), to give the title compound as a solid.
With dmap; triethylamine; In dichloromethane; at 20℃; for 2.25h; Solid ditert-butyldicarbonate (38.8g, 178mmol) was added in portions over 15 minutes to a stirred solution of (3R)-pyrrolidin-3-ol hydrochloride (20g, 162mmol), triethylamine (24. 8mL, 178mmol) and 4- (dimethylamino)-pyridine (20mg) in dry dichloromethane (300mL). After stirring for 2 hours at room temperature, the mixture was washed with aqueous citric acid, then brine. The organic extracts were dried (MgS04), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (20: 80 to 60: 40), to give the title compound as a solid.
With sodium hydrogencarbonate; In tetrahydrofuran; at 20℃; for 1.5h; Boc2O (1.02 mL, 4.5 mmol) was added to a solution of (R)-3-hydroxylpyrrolidine hydrochloride (R)-2a·HCl (0.50 g, 4.1 mmol) in THF-satd NaHCO3 (1:1, 20 mL), and the reaction mixture was stirred at rt for 1.5 h. EtOAc was added, and the layers were separated. The aqueous layer was extracted three times with EtOAc. The combined organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to give tert-butyl (R)-3-hydoxypyrrolidine-1-carboxylate, which was used for the following reaction without further purification.The above-described tert-butyl (R)-3-hydoxypyrrolidine-1-carboxylate was dissolved in anhydrous DMF (20 mL), to which was added NaH (55% oil suspension, 0.71 g, 16.2 mmol) at 0 C. The ice-cold reaction mixture was stirred for 30 min, and Me2SO4 (0.77 mL, 8.1 mmol) was then added. The reaction mixture was stirred overnight at 50 C before being quenched with water. Hexane-EtOAc (1:1) was added, the layers were separated, and the aqueous layer was extracted three times with hexane-EtOAc (1:1). The combined organic layer was washed two times with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (hexane-EtOAc, 2:1) to afford 0.69 g of tert-butyl (R)-3-methoxypyrrolidine-1-carboxylate [85% from (R)-2a·HCl]. A colorless oil, -8.4 (c=0.52, CHCl3). 1H NMR (500 MHz, CDCl3) δ: 1.44 (9H, s), 1.84-2.02 (2H, m), 3.31 (3H, s), 3.34-3.49 (4H, m), 3.91 (1H, brs). 13C NMR (125 MHz, CDCl3) δ: 28.5, 30.0, 31.1, 43.5, 43.9, 50.3, 51.1, 56.5, 79.09, 79.14, 79.9, 154.5, 154.6. IR (CHCl3): 1686, 1416 cm-1. HRMS Calcd for C10H19NNaO3 [(M+Na)+] m/z: 224.1257, found: 224.1248.Under a nitrogen atmosphere, 4 M HCl in EtOAc (1.2 mL) was added to tert-butyl (R)-3-methoxypyrrolidine-1-carboxylate (50 mg, 0.25 mmol) at 0 C. The solution was stirred at rt for 30 min and concentrated in vacuo. The residue was dissolved in MeCN-water (10:1, 2.5 mL). Aqueous NH3 (30% w/w, 35 μL, 0.62 mmol) and 3 (162 mg, 0.62 mmol) were added to the solution at 0 C. The reaction mixture was stirred at rt for 30 min and concentrated in vacuo, and the residue was purified by flash column chromatography (CH2Cl2-MeOH, 15:1→10:1) to give 21 mg of (R)-1d (75%, 99% ee) and 7.1 mg of (R)-4-methoxy-1-pyrroline N-oxide (R)-4d (25%). The optical purity of (R)-1d was determined by Daicel CHIRALPAK AD-3 [hexane-iPrOH, 95:5, 2.0 mL/min; retention times 20.3 (R), 24.6 min (S)].(R)-1d. Pale yellow oil, +113 (c=0.85, CHCl3). 1H NMR (500 MHz, CDCl3) δ: 2.17 (1H, dddd, J=3.5, 5.0, 9.0, 14.5 Hz), 2.48-2.57 (1H, m), 3.35 (3H, s), 3.87 (1H, dddd, J=1.0, 6.5, 9.0, 15.5 Hz), 4.10-4.19 (1H, m), 4.56-4.61 (1H, m), 7.02 (1H, q, J=1.5 Hz). 13C NMR (125 MHz, CDCl3) δ: 27.0, 56.5, 61.4, 80.0, 133.3. IR (CHCl3): 1584, 1269, 1238 cm-1. HRMS Calcd for C5H9NNaO2 [(M+Na)+] m/z: 138.0526, found: 138.0534.(R)-4-Methoxy-1-pyrroline N-oxide [(R)-4d]. A pale yellow oil, -22.5 (c=0.66, CHCl3). 1H NMR (500 MHz, CDCl3) δ: 2.75 (1H, d, J=19.5 Hz), 2.94-3.03 (1H, m), 3.33 (3H, s), 3.94 (1H, d, J=15.0 Hz), 4.08-4.15 (1H, m), 4.19-4.24 (1H, m), 6.84-6.87 (1H, m). 13C NMR (125 MHz, CDCl3) δ: 36.1, 56.5, 67.3, 74.3, 133.1. IR (CHCl3): 1595, 1275, 1238 cm-1. HRMS Calcd for C5H9NNaO2 [(M+Na)+] m/z: 138.0526, found: 138.0533.
1.89 g With triethylamine; In methanol; at 20℃;Cooling with ice; To a solution of (R)-pyrrolidin-3-ol HC1 salt (1.23 g, 10.0 mmol) and Et3N (2.20 g, 20.0 mmol) in MeOH (20 mL) was added (Boc)20(2.20 g, 10.1 mmol) at ice bath. The mixture was stirred at rt overnight. The solvent was removed and the residue was extracted with DCM. The organic layers were washed with brine (20 mL x 2), dried over Na2SO4 and concentrated to give the title product (1.89 g) as a colorless oil which was used directly in the next step.

  • 2
  • [ 104706-47-0 ]
  • [ 501-53-1 ]
  • [ 95656-88-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; sodium chloride; In water; (R)-3-Hydroxy-1-pyrrolidinecarboxylic acid, phenylmethyl ester A solution of 10.2 g (82.6 mmol) of R-3-hydroxypyrrolidine hydrochloride (Chem. Letts., 1966, pp 893-6) in 50 m of water was cooled to 0 and treated with 22.5 ml (90 mmol) of 4.0 N sodium hydroxide. The neutral solution was treated dropwise with 15.6 g (87 mmol) of carbobenzyloxy chloride maintaining the pH at 11.0+-0.5 by the dropwise addition of 87 ml of 1.0 N sodium hydroxide and the temperature below 5 with a salt-ice bath. When the addition was complete, the mixture was stirred at 5 for two hours and stored at 5 for 18 hours. The reaction mixture was saturated with sodium chloride and extracted with ethyl acetate (2 *500 ml). The combined organic layers were washed with 1.0 N sodium hydroxide (4*50 ml), water, dried (MgSO4) and evaporated in vacuo to give 17.5 g of the title compound.
With sodium hydroxide; sodium chloride; In water; (R)-3-Hydroxy-1-pyrrolidinecarboxylic acid, phenylmethyl ester A solution of 10.2 g (82.6 mmol) of R-3-hydroxypyrrolidine hydrochloride (Chem. Letts., 1966, pp 893-6) in 50 ml of water was cooled to 0 and treated with 22.5 ml (90 mmol) of 4.0N sodium hydroxide. The neutral solution was treated dropwise with 15.6 g (86 mmol) of carbobenzyloxy chloride maintaining the pH at 11.0+-0.5 by the dropwise addition of 87 ml of 1.0N sodium hydroxide and the temperature below 5 with a salt-ice bath. When the addition was complete, the mixture was stirred at 5 for two hours and stored at 5 for 18 hours. The reaction mixture was saturated with sodium chloride and extracted with ethyl acetate (2*500 ml). The combined organic layers were washed with 1.0N sodium hydroxide (4*50 ml), water, dried (MgSO4) and evaporated in vacuo to give 17.5 of the title compound.
  • 3
  • [ 109431-87-0 ]
  • [ 104706-47-0 ]
YieldReaction ConditionsOperation in experiment
90% With hydrogenchloride; In 1,4-dioxane; at 20℃; for 1h; (R)-tert-Butyl 3-hydroxypyrrolidine-1 -carboxylate (250 mg, 1.34 mmol) was dissolved inHCI/dioxane (4 M, 5 mL) and stirred at rt for 1 h. The reaction mixture was concentrated to give the title compound (150 mg, yield 90%) as a white solid.1H NMR (300 MHz, DMSO-d6): 6 9.47 (br s, I H), 9.24 (br 5, 1 H), 4.38 (s, 1 H), 3.57-2.96 (m, 4H), 1.95-1.79 (m, 2H).
63% With hydrogenchloride; In methanol; water; at 20℃; N-(Tert-butoxycarbonyl)-(R)-3-pyrrolidinol (5g; 26.70 mmol) was diluted in 15 ml of methanol and 5 ml of HCl37% were added. The reaction mixture was stirred at room temperature overnight, then it was concentrated in vacuo.2.1 g (17.07 mmol; 63%) of the desired product were obtained as hydrochloride.
With hydrogenchloride; In ethyl acetate; at 0 - 20℃; Hydrogen chloride gas was added at 0C to a solution of (R)-1-(tert-butoxycarbonyl)-3-pyrrolidinol (3 g, 16.0 mmol) in ethyl acetate (100 ml). The reaction mixture was stirred at room temperature overnight and then filtered. The resulting white solid was dried in vacuo to give 1.3 g of the titled compound.[731] 1H-NMR(400MHz, CD3OD) δ 4.55(m, 1H), 3.41-3.36(m, 2H), 3.22(m, 2H), 2.06-2.04(m, 2H)
 

Historical Records

Technical Information

Categories

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[ 104706-47-0 ]

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Pyrrolidines

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