120871-73-0|tert-Butyl 3-allyl-4-oxopyrrolidine-1-carboxylate| Ambeed

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Quality Control of [ 120871-73-0 ] Purity: 95% SDS Specification

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Product Details of [ 120871-73-0 ]

CAS No. :	120871-73-0
Formula :	C₁₂H₁₉NO₃
M.W :	225.28
SMILES Code :	O=C(N1CC(CC=C)C(C1)=O)OC(C)(C)C
MDL No. :	MFCD27923656
InChI Key :	FMKOLWIQHDLUPE-UHFFFAOYSA-N
Pubchem ID :	67513550

Safety of [ 120871-73-0 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 120871-73-0 ]

* 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 [ 120871-73-0 ]

[ 120871-73-0 ] Synthesis Path-Downstream 1~35

1
[ 4530-20-5 ]
[ 120871-73-0 ]

References: [1]Patent: WO2012/58065,2012,A1 .

2
[ 119072-55-8 ]
[ 120871-73-0 ]
[ 631-61-8 ]
tert-butyl (3R,4S)-3-acetamido-4-allyl-3-(tert-butylcarbamoyl)pyrrolidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	In 2,2,2-trifluoroethanol; at 20℃; for 96h;Inert atmosphere;	Step 2: (3R,4S)-tert-butyl 3-acetamido-4-allyl-3-(tert-butylcarbamoyl)pyrrolidine-l- carboxylate[0182] A stirred mixture of tert-butyl 3-allyl-4-oxopyrrolidine-l-carboxylate (13.23 g, 58.7 mmol) and ammonium acetate (11.95 g, 155 mmol) in 2,2,2-trifluoroethanol (25 mL) under nitrogen was treated with t-butylisonitrile (12.25 mL, 106 mmol), then stirred at room temperature for 4 days and concentrated. The residue was partitioned between water (100 mL) and methylene chloride (200 mL), and the aqueous layer was extracted with methylene chloride (2 x 75 mL). The combined organic solution was washed with water and saturated aqueous sodium chloride (100 mL each), dried (Na2S04), and concentrated to an off-white solid. This was recrystallized twice with ethyl acetate (150 mL each) to afford a portion of the title product (8.36 g) as a white solid. The combined mother liquors were concentrated, dissolved in minimum methylene chloride, and loaded onto a silica gel column (650 mL volume). This was eluted with 60%, then 70%, then 90%> ethyl acetate/heptane to afford additional product (3.84 g). Total yield of (3R,4S)-tert-butyl 3-acetamido-4-allyl-3-(tert- butylcarbamoyl)pyrrolidine-l-carboxylate was 12.22 g (57%) as a white solid. NMR(CDC13) delta 6.30 - 6.70 (m, 2 H), 5.60 -5.75 (m, 1 H), 4.95 - 5.10 (m, 2 H), 3.94 (d, J=11.5 Hz, 1 H), 3.75 (d, J=11.5 Hz, 1 H), 3.60 (m, 1 H), 3.00 - 3.20 (m, 2 H), 2.20 - 2.30 (m, 1 H), 2.00 (s, 3 H), 1.80 - 1.90 (m, 1 H), 1.44 (s, 9 H), 1.33 (s, 9 H). MS (m + 1): 368.3; MS (m - bu +1): 312.1; MS (m - boc + 1): 268.3.

References: [1]Patent: WO2012/58065,2012,A1 .Location in patent: Page/Page column 50.

3
[ 120871-73-0 ]
[ 3336-58-1 ]
[ 74739-36-9 ]
tert-butyl 4-allyl-3-[(2-nitrophenyl)carbamoyl]-3-[(trifluoroacetyl)amino]-pyrrolidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	In 2,2,2-trifluoroethanol; at 60℃;Inert atmosphere;	Example 46: preparation of (3R,4S)-3-amino-4-(3-boronopropyl)-l-(4- fluorobenzoyl)pyrrolidine-3-carboxylic acidStep 1: tert-Butyl 4-allyl-3-[ (2-nitrophenyl)carbamoyl]-3-[ (trifluoroacetyl) amino] - pyrrolidine- 1-carboxylate[0261] While under nitrogen, a stirred mixture of tert-butyl 3-allyl-4-oxopyrrolidine-l- carboxylate (600 mg, 2.66 mmol), ammonium trifluoroacetate (698 mg, 5.33 mmol) and 2- nitrophenyl isocyanide (690 mg, 4.6 mmol) in 2,2,2-trifluoroethanol (2.7 mL) was placed in a 60 C oil bath and stirred overnight. After cooling to room temperature, the mixture was diluted with ethyl acetate (40 mL), washed with water (3 x 20 mL) and the combined aqueous phase was re-extracted with ethyl acetate (20 mL). The combined organic phase was washed with saturated aqueous sodium chloride (20 mL), dried over Na2S04 and concentrated under reduced pressure. Purification by silica gel chromatography (90 g column, 0-5% ethyl acetate in methylene chloride) gave tert-butyl 4-allyl-3-[(2-nitrophenyl)carbamoyl]-3- [(trifluoroacetyl)amino] -pyrrolidine- 1-carboxylate (665 mg, 51%, 3:2 mixture ofdiastereomers) as an amber gum. LC-MS ESI + MS found for C2iH25F3N406 m/z 509.0 (M + Na). LC-MS ESI" MS found for C2iH25F3N406 m/z 485.1 (M - H).

References: [1]Patent: WO2012/58065,2012,A1 .Location in patent: Page/Page column 75-76.

4
[ 120871-73-0 ]
(3R,4S)-tert-butyl 3-acetamido-3-(tert-butylcarbamoyl)-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)pyrrolidine-1-carboxylate [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

5
[ 120871-73-0 ]
(3R,4S)-N-tert-butyl-3-acetamido-4-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]pyrrolidine-3-carboxamide [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

6
[ 120871-73-0 ]
(3R,4S)-3-acetamido-N-tert-butyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)pyrrolidine-3-carboxamide hydrochloride [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

7
[ 120871-73-0 ]
C₂₄H₄₆BN₃O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

8
[ 120871-73-0 ]
C₂₇H₄₄BN₃O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

9
[ 120871-73-0 ]
(3R,4S)-3-acetamido-N-(tert-butyl)-1-(pyridin-3-ylmethyl)-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propyl)pyrrolidine-3-carboxamide [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

10
[ 120871-73-0 ]
C₃₀H₅₅BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

11
[ 120871-73-0 ]
C₃₁H₅₇BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

12
[ 120871-73-0 ]
C₃₀H₄₈BN₃O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

13
[ 120871-73-0 ]
C₂₇H₅₃BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

14
[ 120871-73-0 ]
C₃₁H₅₇BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

15
[ 120871-73-0 ]
C₃₀H₄₅BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

16
[ 120871-73-0 ]
C₂₄H₄₂BN₅O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

17
[ 120871-73-0 ]
C₃₄H₅₅BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

18
[ 120871-73-0 ]
C₂₉H₄₇BClN₃O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

19
[ 120871-73-0 ]
C₂₇H₅₁BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

20
[ 120871-73-0 ]
C₂₈H₄₅BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

21
[ 120871-73-0 ]
C₃₃H₅₃BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

22
[ 120871-73-0 ]
C₂₉H₅₃BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

23
[ 120871-73-0 ]
C₃₀H₅₅BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

24
[ 120871-73-0 ]
C₂₆H₄₃BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

25
[ 120871-73-0 ]
C₂₉H₅₂BN₃O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

26
[ 120871-73-0 ]
C₂₅H₄₄BN₅O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .
[2]Journal of Medicinal Chemistry,2019,vol. 62,p. 8164 - 8177.

27
[ 120871-73-0 ]
C₂₆H₄₃BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

28
[ 120871-73-0 ]
C₂₇H₅₁BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

29
[ 120871-73-0 ]
C₂₆H₅₁BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

30
[ 120871-73-0 ]
C₂₇H₅₁BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

31
[ 120871-73-0 ]
C₃₀H₅₅BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

32
[ 120871-73-0 ]
C₂₆H₄₉BN₄O₄ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

33
[ 120871-73-0 ]
C₃₅H₅₇BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

34
[ 120871-73-0 ]
C₃₄H₅₇BN₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

35
[ 120871-73-0 ]
C₃₄H₅₅BCl₂N₄O₆ [ No CAS ]

References: [1]Patent: WO2012/58065,2012,A1 .

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• Acyl Group Substitution • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Grignard Reaction • Henry Nitroaldol Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Amines • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 120871-73-0

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CAS No.: 120871-73-0

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Product Details of [ 120871-73-0 ]

Safety of [ 120871-73-0 ]

Application In Synthesis of [ 120871-73-0 ]

[ 120871-73-0 ] Synthesis Path-Downstream 1~35

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