[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

Base Information

Chemical Name:[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone
CAS No.:268737-90-2
Molecular Formula:C₁₆H₁₇NO₃S
Molecular Weight:303.382
Hs Code.:

Synonyms:[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

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Technology Process of [4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

There total 3 articles about [4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone 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: 97.0%

: 268737-89-9
(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-pent-4-en-1-one

: 268737-90-2
[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

Guidance literature:: catalytic ring-closing metathesis (RCM);
DOI:10.1021/ol005614n

Reference yield: 74.0%

: 318488-35-6
(E)-(2S,3R)-2-Allyl-1-((R)-4-benzyl-2-thioxo-oxazolidin-3-yl)-3-hydroxy-hex-4-en-1-one

: 268737-90-2
[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 40 ℃; for 1h;
DOI:10.1021/jo005535p

Reference yield:

: 268737-88-8
4R-1-(4-benzyl-2-thiooxazolidin-3-yl)pent-4-en-1-one

: 268737-90-2
[4S,2R,3R]-(4-benzyl-2-thioxooxazolidin-3-yl)(2-hydroxycyclopent-3-enyl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / TiCl₄; DIPEA / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 74 percent / (Cy₃P)2Cl₂Ru=CHPh / CH₂Cl₂ / 1 h / 40 °C

With Grubbs catalyst first generation; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo005535p