(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

Base Information

Chemical Name:(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate
CAS No.:1432466-54-0
Molecular Formula:C₁₉H₂₁NO₅
Molecular Weight:343.379
Hs Code.:

Synonyms:(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

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Chemical Property of (2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

Chemical Property:

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Technology Process of (2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

There total 4 articles about (2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate 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:

: 1432466-24-4
C₁₉H₁₉NO₅

: 1432466-54-0
(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

: 1432466-68-6
(2S,3S)-ethyl 3-amino-2-hydroxy-3-phenylpropanoate

Guidance literature:: With formic acid; C₄₂H₄₁ClN₂O₂RuS; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Overall yield = 0.13 g; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol4009206

Reference yield:

: 1432466-25-5
ethyl 3-(((benzyloxy)carbonyl)amino)-2-diazo-3-phenylpropanoate

: 1432466-54-0
(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

: 1432466-68-6
(2S,3S)-ethyl 3-amino-2-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: Oxone; sodium hydrogencarbonate / water; dichloromethane; acetone / 0 - 20 °C / Inert atmosphere

2: formic acid; triethylamine; C₄₂H₄₁ClN₂O₂RuS / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With Oxone; formic acid; C₄₂H₄₁ClN₂O₂RuS; sodium hydrogencarbonate; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol4009206

Reference yield:

: 383366-27-6
benzyl phenyl(phenylsulfonyl)methylcarbamate

: 1432466-54-0
(2R,3R)-ethyl 3-(((benzyloxy)carbonyl)amino)-2-hydroxy-3-phenylpropanoate

: 1432466-68-6
(2S,3S)-ethyl 3-amino-2-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: cesium fluoride / tetrahydrofuran / 12 h / 60 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C / Inert atmosphere

3: Oxone; sodium hydrogencarbonate / water; dichloromethane; acetone / 0 - 20 °C / Inert atmosphere

4: formic acid; triethylamine; C₄₂H₄₁ClN₂O₂RuS / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

With Oxone; formic acid; C₄₂H₄₁ClN₂O₂RuS; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; cesium fluoride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 2: |Mannich Aminomethylation;
DOI:10.1021/ol4009206