(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

Base Information

Chemical Name:(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione
CAS No.:808765-97-1
Molecular Formula:C₂₄H₃₁NO₅
Molecular Weight:413.514
Hs Code.:

Synonyms:(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

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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 (2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

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Technology Process of (2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

There total 13 articles about (2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione 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: 57.0%

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 808765-96-0
(S)-4-methylhept-5-ynal

: 808765-97-1
(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

Guidance literature:: (R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione; With tin(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere;

(S)-4-methylhept-5-ynal; In dichloromethane; at -78 ℃; Inert atmosphere;
DOI:10.1002/chem.201304580

Reference yield:

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 808765-96-0
(S)-4-methylhept-5-ynal

: 808765-97-1
(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

: (2R,8S)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-5-hydroxy-2,4,8-trimethyl-undec-9-yne-1,3-dione

Guidance literature:: (R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione; With Sn(OTf); triethylamine; In dichloromethane; at -20 ℃; for 1h;

(S)-4-methylhept-5-ynal; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ja0447154

Reference yield:

: 808766-13-4
4-methylhept-5-yn-1-ol

: 808765-97-1
(2R,4S,5R,8S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-5-hydroxy-2,4,8-trimethylundec-9-yne-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: Dess-Martin reagent / CH₂Cl₂

2.1: Sn(OTf); Et₃N / CH₂Cl₂ / 1 h / -20 °C

2.2: 2.82 g / CH₂Cl₂ / 1 h / -78 °C

With Sn(OTf); Dess-Martin periodane; triethylamine; In dichloromethane;
DOI:10.1021/ja0447154