(S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester
• CAS No.: 114784-08-6
• Molecular Formula: C₁₇H₁₄Cl₃NO₅
• Molecular Weight: 418.661
• Mol file: 114784-08-6.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester

There total 1 articles about (S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl 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: 53.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + 2,4,5-trichlorophenol (95-95-4) → (S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester (114784-08-6)

Guidance literature:

With dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(01)83862-4

Reference yield: 57.0%

(S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester (114784-08-6) → N-Cbz-chloroalanine 2,4,5-trichlorophenylester (114784-09-7)

Guidance literature:

With thionyl chloride; magnesium oxide; In benzene;

DOI:10.1016/S0040-4039(01)83862-4

Reference yield:

(S)-2-Benzyloxycarbonylamino-3-hydroxy-propionic acid 2,4,5-trichloro-phenyl ester (114784-08-6) → 2-((S)-2-Benzyloxycarbonyl-1-hydroxy-4-oxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-3-ylmethyl)-malonic acid dimethyl ester (102125-88-2,114819-37-3,114819-38-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / SOCl₂, MgO / benzene

2: 1.) -78 deg C, THF, 2.) 0 deg C, THF

3: acetonitrile

4: (COCl)2, DMSO, TEA / CH₂Cl₂ / 78percent overall yield from INO 1230

With thionyl chloride; oxalyl dichloride; TEA; magnesium oxide; dimethyl sulfoxide; In dichloromethane; acetonitrile; benzene;

DOI:10.1016/S0040-4039(01)83862-4

upstream raw materials:

N-(benzyloxycarbonyl)-L-serine

2,4,5-trichlorophenol

Downstream raw materials:

N-Cbz-chloroalanine 2,4,5-trichlorophenylester

2-((S)-2-Benzyloxycarbonyl-1-hydroxy-4-oxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-3-ylmethyl)-malonic acid dimethyl ester

C₂₆H₂₆N₂O₇

(+/-)-2,4,5-Trichlorophenyl N-Cbz-γ-carboxy-γ,γ'-dimethyl glutamate