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Chemical Structure| 114214-69-6 Chemical Structure| 114214-69-6
Chemical Structure| 114214-69-6

1-Boc-3-(hydroxymethyl)pyrrolidine

CAS No.: 114214-69-6

4.5 *For Research Use Only !

Cat. No.: A135811 Purity: 97%

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Product Details of 1-Boc-3-(hydroxymethyl)pyrrolidine

CAS No. :114214-69-6
Formula : C10H19NO3
M.W : 201.26
SMILES Code : CC(C)(C)OC(=O)N1CCC(CO)C1
MDL No. :MFCD02179040
InChI Key :HKIGXXRMJFUUKV-UHFFFAOYSA-N
Pubchem ID :5237175

Safety of 1-Boc-3-(hydroxymethyl)pyrrolidine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H410
Precautionary Statements:P264-P270-P273-P301+P310-P391-P405
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of 1-Boc-3-(hydroxymethyl)pyrrolidine

* 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 [ 114214-69-6 ]

[ 114214-69-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 114214-69-6 ]
  • [ 305329-97-9 ]
YieldReaction ConditionsOperation in experiment
55% With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 18h; To a solution of 1 ,1 -dimethylethyl 3-(hydroxymethyl)-1 - pyrrolidinecarboxylate (0.56 g, 2.8 mmol) with carbon tetrabromide (1.39 g, 4.2 mmol) in methylene chloride (10 ml_) was added drop wise a solution of triphenyl phosphine (0.73 g, 2.8 mmol in 5 mL of methylene chloride). Upon completion the mixture was stirred 18 h at room temperature. The solvent was removed at reduced pressure and the residue stirred in 10% ethyl acetate 90% hexane. The <n="54"/>mixture was filtered and the resulting solution chromatographed on silica eluting with a gradient of 0 - 25% EtOAc in hexane to afford the desired compound (0.41 g, 55%). MS (ES+) m/z 264 (M+H)+.
55% With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 18h; To a solution of 1 ,1-dimethylethyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate (0.56 g, 2.8 mmol) with carbon tetrabromide (1.39 g, 4.2 mmol) in methylene chloride (10 ml.) was added drop wise a solution of triphenyl phosphine (0.73 g, 2.8 mmol in 5 ml. of methylene chloride). Upon completion the mixture was stirred 18 h at room temperature. The solvent was removed at reduced pressure and the residue stirred in 10% ethyl acetate 90% hexane. The mixture was filtered and the resulting solution chromatographed on silica eluting with a gradient of 0 - 25% EtOAc in hexane to afford the desired compound (0.41 g, 55%). MS (ES+) m/z 264 (M+H)+.
  • 2
  • [ 114214-69-6 ]
  • [ 138108-72-2 ]
  • [ 199174-24-8 ]
YieldReaction ConditionsOperation in experiment
73% Resolution of racemate; Racemic l-t-butoxycarbonylpyrrolidine-3-methanol (15 g,74.53 mmol) was chromatographed on a chiral column[ChiralPak AD 8 X 25 cm; 2.5% of (6% MeOH/94% EtOH); 400mL/min; UV: 210 nm] to give l-t-butoxycarbonylpyrrolidine-3-methanol:Isomer I (Rt: 8.81 min, ChiralPak AD 4.6 X 250 mm; 1.0mL/min; UV: 210 nm) (6.35 g, 42%, 94% ee) andIsomer II (Rt: 9.68 min)' (6.43 g, 43%, 90% ee) .Isomer I: FIA-MS, m/e: 202.2 (rrH-1) .Isomer II: FIA-MS, m/e: 202.2 (m+1).
 

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