(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one
CAS No.:947231-50-7
Molecular Formula:C₂₁H₂₉NO₅S
Molecular Weight:407.531
Hs Code.:

Synonyms:(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

There total 4 articles about (S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one 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: 74.0%

: 886733-92-2
S-3,3-dimethoxypropyl methanethiosulfonate

: 635758-46-2
(S)-3-((E)-2-methylpent-2-enoyl)-4-benzyloxazolidin-2-one

: 947231-50-7
(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

: 1202363-22-1
(S)-4-benzyl-3-[(RS,E)-4-(3,3-dimethoxypropylthio)-2-methylpent-2-enoyl]oxazolidin-2-one

: 1202363-20-9
(S)-4-benzyl-3-[(S,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

Guidance literature:: (S)-3-((E)-2-methylpent-2-enoyl)-4-benzyloxazolidin-2-one; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

S-3,3-dimethoxypropyl methanethiosulfonate; In tetrahydrofuran; toluene; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1248/cpb.57.920

Reference yield: 56.0%

: 886733-92-2
S-3,3-dimethoxypropyl methanethiosulfonate

: 635758-46-2
(S)-3-((E)-2-methylpent-2-enoyl)-4-benzyloxazolidin-2-one

: 947231-50-7
(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

Guidance literature:: (S)-3-((E)-2-methylpent-2-enoyl)-4-benzyloxazolidin-2-one; With potassium hexamethylsilazane; at -78 ℃;

S-3,3-dimethoxypropyl methanethiosulfonate; at -78 - 0 ℃; Further stages.;
DOI:10.1016/j.bmcl.2007.04.067

Reference yield:

: 16957-70-3
2-methylpent-2-enoic acid

: 947231-50-7
(S)-4-benzyl-3-[(R,E)-2-(3,3-dimethoxypropylthio)-2-methylpent-3-enoyl]oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuCOCl; Et₃N / tetrahydrofuran / -15 °C

1.2: 96 percent / LiCl / tetrahydrofuran / 20 °C

2.1: KHMDS / -78 °C

2.2: 56 percent / -78 - 0 °C

With pivaloyl chloride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2007.04.067