2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester

Base Information

• Chemical Name: 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester
• CAS No.: 440369-80-2
• Molecular Formula: C₂₄H₄₀N₂O₇Si
• Molecular Weight: 496.676
• Mol file: 440369-80-2.mol

Synonyms:2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester

Chemical Property of 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester

There total 3 articles about 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester 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: 91.0%

L-serine benzyl ester benzenesulfonate salt (3695-68-9) + (2S)-2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionic acid (123254-10-4,90181-25-2) → 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester (440369-80-2)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 12h;

DOI:10.1016/S0040-4039(02)00284-8

Reference yield:

(S)-N-(tert-butoxycarbonyl)serine (3262-72-4) → 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester (440369-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / imidazole / CH₂Cl₂ / 12 h

2: 91 percent / EDCl*HCl; NMM; HOBt / CH₂Cl₂ / 12 h / 0 °C

With 4-methyl-morpholine; 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1016/S0040-4039(02)00284-8

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-hydroxy-propionic acid benzyl ester (440369-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / imidazole / CH₂Cl₂ / 12 h

2: 91 percent / EDCl*HCl; NMM; HOBt / CH₂Cl₂ / 12 h / 0 °C

With 4-methyl-morpholine; 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1016/S0040-4039(02)00284-8

upstream raw materials:

L-serine benzyl ester benzenesulfonate salt

(2S)-2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionic acid

(S)-N-(tert-butoxycarbonyl)serine

tert-butyldimethylsilyl chloride

Downstream raw materials:

3-[2-(4-benzyloxycarbonyl-oxazol-2-yl)-2-tert-butoxycarbonylamino-ethoxycarbonylmethyl]-pentanedioic acid bis-[2-(4-benzyloxycarbonyl-oxazol-2-yl)-2-tert-butoxycarbonylamino-ethyl] ester

2-(1-tert-butoxycarbonylamino-2-hydroxy-ethyl)-oxazole-4-carboxylic acid benzyl ester

2-[1-tert-butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazole-4-carboxylic acid benzyl ester