benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

Base Information

Chemical Name:benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate
CAS No.:756531-83-6
Molecular Formula:C₂₀H₂₂N₂O₅
Molecular Weight:370.405
Hs Code.:

Synonyms:benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

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Chemical Property of benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

Chemical Property:

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Technology Process of benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

There total 6 articles about benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate 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:

: 637337-12-3
(R)-3-((R)-2-{[(benzyloxy)carbonyl]methyl}-3-[(tert-butoxy)carbonyl]-1-oxopropyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 756531-83-6
benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 82 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

2.1: Et₃N; DPPA / toluene

2.2: 76 percent / toluene / 16 h / Heating

3.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

4.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

5.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

6.1: CDI / tetrahydrofuran / 5 h

6.2: 345 mg / NH₃ / tetrahydrofuran

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: (S)-2-(Benzyloxycarbonylamino-methyl)-succinic acid 1-benzyl ester

: 756531-83-6
benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

Guidance literature:: (S)-2-(Benzyloxycarbonylamino-methyl)-succinic acid 1-benzyl ester; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 5h;

With ammonia; In tetrahydrofuran;
DOI:10.1002/hlca.200490142

Reference yield:

: 637337-18-9
tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate

: 756531-83-6
benzyl (S)-3-(aminocarbonyl)-2-({[(benzyloxy)carbonyl]amino}methyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

2.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

3.1: TFA; TES / CH₂Cl₂ / 2 h / 20 °C

4.1: CDI / tetrahydrofuran / 5 h

4.2: 345 mg / NH₃ / tetrahydrofuran

With lithium hydroxide; N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490142