(2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

Base Information

• Chemical Name: (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester
• CAS No.: 401895-86-1
• Molecular Formula: C₁₆H₂₂ClNO₅
• Molecular Weight: 343.807
• Mol file: 401895-86-1.mol

Synonyms:(2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

Chemical Property of (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

There total 4 articles about (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl 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: 48.0%

ethyl (E)-3-(4-chlorophenyl)prop-2-enoate (24393-52-0) + N-chloro-N-sodio-tert-butylcarbamate (73210-14-7) → (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester (401895-86-1)

Guidance literature:

With potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; In propan-1-ol; water; at 25 ℃; for 1.5h;

DOI:10.1016/S0040-4039(01)01928-1

Reference yield:

2-tert-butoxycarbonylamino-3-(4-chloro-phenyl)-3-oxo-propionic acid ethyl ester → C16H22ClNO5 + (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester (401895-86-1)

Guidance literature:

With D-glucose; NADP; wild-type ketoreductase (WTEA) from Exiguobacterium sp. F₄₂; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 24h; pH=7; stereoselective reaction; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1039/d1cy01032h

Reference yield:

2-tert-butoxycarbonylamino-3-(4-chloro-phenyl)-3-oxo-propionic acid ethyl ester → (2S,3R)-2-tert-Butoxycarbonylamino-3-(4-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester (401895-86-1)

Guidance literature:

With D-glucose; NADP; ketoreductase (WTEA) from Exiguobacterium sp. F₄₂, (W₈₂L/F₈₈V/V₁₂₁A/A₁₃₈L/R₁₄₂M/A₁₉₀V/S₁₉₃A/Y₂₀₁F/N₂₀₄A) mutant; In aq. phosphate buffer; dimethyl sulfoxide; at 30 ℃; for 24h; pH=7; Reagent/catalyst; stereoselective reaction; Kinetics; Catalytic behavior; Enzymatic reaction;

DOI:10.1039/d1cy01032h

upstream raw materials:

ethyl (E)-3-(4-chlorophenyl)prop-2-enoate

N-chloro-N-sodio-tert-butylcarbamate

Downstream raw materials:

2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(4-chloro-phenyl)-propionic acid ethyl ester