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

Base Information

Chemical Name:(S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate
CAS No.:1421639-85-1
Molecular Formula:C₂₄H₃₁N₃O₆
Molecular Weight:457.527
Hs Code.:

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

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Chemical Property of (S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

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Technology Process of (S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-2-yl)carbamate

There total 5 articles about (S)-benzyl (3-(4-(tert-butyloxycarbonylamino)phenyl)-1-(methoxy(methyl)amino)-1-oxopropan-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: 85.0%

: 1421639-82-8
(S)-tert-butyl (4-(2-amino-3-(methoxy(methyl)amino)-3-oxopropyl)phenyl)carbamate

: 501-53-1,94274-21-2
benzyl chloroformate

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

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 4h;
DOI:10.1021/jm3016987

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 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: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.17 h

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

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