(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

Base Information

Chemical Name:(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester
CAS No.:442850-31-9
Molecular Formula:C₂₆H₂₅NO₅S
Molecular Weight:463.554
Hs Code.:

Synonyms:(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

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Chemical Property of (2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

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Technology Process of (2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

There total 5 articles about (2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl 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: 89.0%

: 507-09-5
tiolacetic acid

: 442850-30-8
(4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid p-methoxybenzyl ester

: 442850-31-9
(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

Guidance literature:: at 70 ℃; for 14h;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

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

: 442850-31-9
(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

Guidance literature:: Multi-step reaction with 5 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

4.1: DBU / CHCl₃ / 2 h / Heating

4.2: LiOH / methanol; H₂O / 0 - 45 °C

4.3: 264 mg / DMAP; DCC / tetrahydrofuran; CH₂Cl₂ / 0 - 20 °C

5.1: 89 percent / 14 h / 70 °C

With hydrogenchloride; lithium hydroxide; potassium dioxotetrahydroxoosmate(VI); (DHQ)2-PHAL; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; chloroform; 1.1: Sharpless aminohydroxylation;
DOI:10.1016/S0040-4020(02)00175-8

Reference yield:

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

: 442850-31-9
(2S,3S)-2-acetylthio-3-benzoylamino-3-phenylpropanoic acid p-methoxybenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / Et₃N / tetrahydrofuran / 0 - 20 °C

2.1: DBU / CHCl₃ / 2 h / Heating

2.2: LiOH / methanol; H₂O / 0 - 45 °C

2.3: 264 mg / DMAP; DCC / tetrahydrofuran; CH₂Cl₂ / 0 - 20 °C

3.1: 89 percent / 14 h / 70 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; chloroform;
DOI:10.1016/S0040-4020(02)00175-8