benzyl [(2S)-1-({(2S,3R,4R)-5-({(2S)-1-[(1H-benzimidazol-2-ylmethyl)amino]-3-methyl-1-oxobutan-2-yl}amino)-4-[(4-chlorobenzyl)amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]carbamate (non-preferred name)

Base Information

• Chemical Name: benzyl [(2S)-1-({(2S,3R,4R)-5-({(2S)-1-[(1H-benzimidazol-2-ylmethyl)amino]-3-methyl-1-oxobutan-2-yl}amino)-4-[(4-chlorobenzyl)amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]carbamate (non-preferred name)
• CAS No.: 161186-49-8
• Molecular Formula: C₄₄H₅₂ClN₇O₆
• Molecular Weight: 810.393
• Mol file: 161186-49-8.mol

Synonyms:SDZ 283004

Chemical Property of benzyl [(2S)-1-({(2S,3R,4R)-5-({(2S)-1-[(1H-benzimidazol-2-ylmethyl)amino]-3-methyl-1-oxobutan-2-yl}amino)-4-[(4-chlorobenzyl)amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]carbamate (non-preferred name)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1102.2°Cat760mmHg
• Flash Point: 620.4°C
• Density: 1.262g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl [(2S)-1-({(2S,3R,4R)-5-({(2S)-1-[(1H-benzimidazol-2-ylmethyl)amino]-3-methyl-1-oxobutan-2-yl}amino)-4-[(4-chlorobenzyl)amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]carbamate (non-preferred name)

There total 8 articles about benzyl [(2S)-1-({(2S,3R,4R)-5-({(2S)-1-[(1H-benzimidazol-2-ylmethyl)amino]-3-methyl-1-oxobutan-2-yl}amino)-4-[(4-chlorobenzyl)amino]-3-hydroxy-5-oxo-1-phenylpentan-2-yl}amino)-3-methyl-1-oxobutan-2-yl]carbamate (non-preferred name) 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:

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate (124818-94-6,116246-06-1) → SDZ 283004 (161186-49-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 62 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 120 h / Ambient temperature

2: ethanol / Heating

3: 1N aq. LiOH / tetrahydrofuran / Ambient temperature

4: 1-hydroxybenzotriazole, EDC*HCl / dimethylformamide / Ambient temperature

5: trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

6: dioxane / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00045a013

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → SDZ 283004 (161186-49-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 80 percent / toluene / 1 h / 80 °C

2: 62 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 120 h / Ambient temperature

3: ethanol / Heating

4: 1N aq. LiOH / tetrahydrofuran / Ambient temperature

5: 1-hydroxybenzotriazole, EDC*HCl / dimethylformamide / Ambient temperature

6: trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

7: dioxane / Ambient temperature

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00045a013

Reference yield:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → SDZ 283004 (161186-49-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 6.32 g / (COCl)2, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 1 h / -55 °C

2: 80 percent / toluene / 1 h / 80 °C

3: 62 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 120 h / Ambient temperature

4: ethanol / Heating

5: 1N aq. LiOH / tetrahydrofuran / Ambient temperature

6: 1-hydroxybenzotriazole, EDC*HCl / dimethylformamide / Ambient temperature

7: trifluoroacetic acid / CH₂Cl₂ / Ambient temperature

8: dioxane / Ambient temperature

With lithium hydroxide; oxalyl dichloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00045a013

upstream raw materials:

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

SDZ 282969

ethyl (2E,4S)-4-[(tert-butoxycarbonyl)amino]-5-phenylpent-2-enoate

Boc-L-phenylalaninal

Refernces