(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

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Chemical Name:(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate
CAS No.:1421639-86-2
Molecular Formula:C₂₅H₃₀N₂O₅
Molecular Weight:438.524
Hs Code.:

Synonyms:(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

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Chemical Property of (S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

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Technology Process of (S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

There total 6 articles about (S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 557-93-7
2-bromoprop-1-ene

: 1421639-85-1
(S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

: 1421639-86-2
(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

Guidance literature:: 2-bromoprop-1-ene; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate; In tetrahydrofuran; hexane; at -20 ℃; for 6h;
DOI:10.1021/jm3016987

Reference yield:

: 214750-77-3
N-α-(9-fluoromethoxycarbonyl)-L-4-tert-butoxycarbonylaminophenylalanine

: 1421639-86-2
(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h

3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h

4.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C

4.2: 6 h / -20 °C

With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm3016987

Reference yield:

: 95753-55-2,177966-63-1
N-α-FMOC-4-nitro-L-phenylalanine

: 1421639-86-2
(S)-benzyl (1-(4-(tert-butyloxycarbonylamino)phenyl)-4-methyl-3-oxopent-4-en-2-yl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; ammonium formate / methanol / 14 h / 20 °C

2.1: sodium hydrogencarbonate / water; 1,4-dioxane / 14 h / 0 - 20 °C

3.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / dichloromethane

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h

6.1: tert.-butyl lithium / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: 6 h / -20 °C

With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); palladium 10% on activated carbon; tert.-butyl lithium; ammonium formate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water;
DOI:10.1021/jm3016987