1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine

Base Information

• Chemical Name: 1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine
• CAS No.: 158220-90-7
• Molecular Formula: C₁₆H₂₁ClN₂O₆
• Molecular Weight: 372.806
• Mol file: 158220-90-7.mol

Synonyms:1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine

Chemical Property of 1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine

There total 1 articles about 1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine 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: 93.0%

Benzyl N-hydroxycarbamate (3426-71-9) + (R)-2-((tert-butoxycarbonyl)amino)-3-chloropropanoic acid (71404-98-3) → 1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine (158220-90-7)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90416-8

Reference yield:

1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine (158220-90-7) → (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sodium iodide, 2.) 60percent sodium hydride in mineral oil / 1.) dimethylformamide, 0 deg C, 30 min, 2.) dimethylformamide, 0 deg C, 15 min; room temperature, 90 min

2: hydrogen / 10percent Pd/C / methanol / 24 h

With hydrogen; sodium hydride; sodium iodide; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4020(01)90416-8

Reference yield:

1-O-(benzyloxycarbamoyl)-(N-tert-butoxycarbonyl)-β-chloro-L-alanine (158220-90-7) → α-N-tert-butoxycarbonyl-β-amino-L-alanine benzhydryl ester (158221-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium iodide, 2.) 60percent sodium hydride in mineral oil / 1.) dimethylformamide, 0 deg C, 30 min, 2.) dimethylformamide, 0 deg C, 15 min; room temperature, 90 min

2: hydrogen / 10percent Pd/C / methanol / 24 h

3: p-toluenesulphonic acid / acetonitrile; H₂O / 1 h

With hydrogen; sodium hydride; toluene-4-sulfonic acid; sodium iodide; palladium on activated charcoal; In methanol; water; acetonitrile;

DOI:10.1016/S0040-4020(01)90416-8

upstream raw materials:

Benzyl N-hydroxycarbamate

(R)-2-((tert-butoxycarbonyl)amino)-3-chloropropanoic acid

Downstream raw materials:

S-2-benzyloxycarbonyl-4-<(tert-butoxycarbonyl)amino>-isoxazolidin-5-one

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid

α-N-tert-butoxycarbonyl-β-amino-L-alanine benzhydryl ester

α-N-(tert-butoxycarbonyl)-β-(3-tert-butyldiphenylsilyloxy)-ureido-L-alanine benzhydryl ester