methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

Base Information

Chemical Name:methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate
CAS No.:945548-79-8
Molecular Formula:C₁₆H₁₆ClNO₃
Molecular Weight:305.761
Hs Code.:

Synonyms:methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

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Chemical Property of methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

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Technology Process of methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

There total 4 articles about methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-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: 92.0%

: 99528-65-1
(2R,3R)-(+)-methyl 3-phenyloxiranecarboxylate

: 106-47-8
4-chloro-aniline

: 945548-79-8
methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: With zinc(II) chloride; In acetonitrile; at 82 ℃;
DOI:10.1016/j.tetasy.2007.04.017

Reference yield:

: 32803-73-9
methyl 3-phenyl-3-chloro-2-ketopropionate

: 945548-79-8
methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / carbonyl reductase from Sporobolomyces salmonicolor; NADPH; glucose / D-glucose dehydrogenase / dimethylsulfoxide; aq. phosphate buffer / 20 °C / pH 6.5

2: 85 percent / K₂CO₃ / 12 h / 20 °C

3: 92 percent / ZnCl₂ / acetonitrile / 82 °C

With D-glucose; potassium carbonate; NADPH; zinc(II) chloride; D-glucose dehydrogenase; In phosphate buffer; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tetasy.2007.04.017

Reference yield:

: 100-52-7
benzaldehyde

: 945548-79-8
methyl (2R,3S)-(+)-3-(4-chlorophenylamino)-2-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaOMe / diethyl ether / -10 - 20 °C

2: 41 percent / carbonyl reductase from Sporobolomyces salmonicolor; NADPH; glucose / D-glucose dehydrogenase / dimethylsulfoxide; aq. phosphate buffer / 20 °C / pH 6.5

3: 85 percent / K₂CO₃ / 12 h / 20 °C

4: 92 percent / ZnCl₂ / acetonitrile / 82 °C

With D-glucose; sodium methylate; potassium carbonate; NADPH; zinc(II) chloride; D-glucose dehydrogenase; In phosphate buffer; diethyl ether; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.tetasy.2007.04.017