(2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

Base Information

Chemical Name:(2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid
CAS No.:145433-71-2
Molecular Formula:C₁₇H₂₂Cl₃NO₆
Molecular Weight:442.724
Hs Code.:

(2RS,3SR)-3-<<N-(1,1-dimethylethoxy)carbonyl>amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

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Chemical Property of (2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

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Technology Process of (2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

There total 9 articles about (2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid 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: 80.0%

: 145433-72-3,148441-29-6
[(1S,2S)-1-Phenyl-2-(2,2,2-trichloro-ethoxymethoxy)-but-3-enyl]-carbamic acid tert-butyl ester

: 145433-71-2,145514-67-6,148553-65-5
(2RS,3SR)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

Guidance literature:: With ruthenium trichloride; sodium periodate; sodium hydrogencarbonate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 29h;
DOI:10.1021/jo00053a048

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 145433-71-2,145514-67-6,148553-65-5
(2S,3R)-(+)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 1) tetramethylethylenediamine, s-BuLi / 1) THF, hexane, -78 deg C, 3 h, 2) THF, a) -100 deg C, 3 min, b) -78 deg C, 3 h

3: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

4: RuCl₃, NaIO₄, NaHCO₃ / CCl₄; acetonitrile; H₂O / 29 h / 20 °C

With ruthenium trichloride; sodium periodate; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00053a048

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 145433-71-2
(2R,3S)-(+)-3-<amino>-3-phenyl-2-(2,2,2-trichloroethoxy)methoxypropanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 1) tetramethylethylenediamine, s-BuLi / 1) THF, hexane, -78 deg C, 3 h, 2) THF, a) -100 deg C, 3 min, b) -78 deg C, 3 h

3: 87 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / 20 °C

4: RuCl₃, NaIO₄, NaHCO₃ / CCl₄; acetonitrile; H₂O / 29 h / 20 °C

With ruthenium trichloride; sodium periodate; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00053a048