(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

Base Information

Chemical Name:(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester
CAS No.:274681-89-9
Molecular Formula:C₁₈H₁₉NO₆S
Molecular Weight:377.418
Hs Code.:

Synonyms:(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

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Chemical Property of (2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

Chemical Property:

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Technology Process of (2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

There total 3 articles about (2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl 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: 93.0%

: 32981-85-4
methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

: 124-63-0
methanesulfonyl chloride

: 274681-89-9
(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

: 60512-85-8
(E)-isopropyl cinnamate

: 274681-89-9
(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / K₂OsO₂(OH)4; (DHQ)2-PHAL; LiOH

2.1: aq. HCl / 20 h / Heating

2.2: 88 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

3.1: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; lithium hydroxide; potassium dioxotetrahydroxoosmate(VI); (DHQ)2-PHAL; triethylamine; In tetrahydrofuran; 1.1: Sharpless aminohydroxylation;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

: 195624-97-6
(2R,3S)-3-acetylamino-2-hydroxy-3-phenylpropanoic acid isopropyl ester

: 274681-89-9
(2R,3S)-3-benzoylamino-2-methanesulfonyloxy-3-phenylpropanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. HCl / 20 h / Heating

1.2: 88 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

2.1: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran;
DOI:10.1016/S0040-4020(02)00175-8