(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

Base Information

Chemical Name:(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one
CAS No.:865107-60-4
Molecular Formula:C₃₁H₄₁NO₇
Molecular Weight:539.669
Hs Code.:

Synonyms:(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

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Chemical Property of (R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

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Technology Process of (R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

There total 5 articles about (R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-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%

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

: 143236-78-6
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal

: 865107-60-4
(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

Guidance literature:: (R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; at -5 ℃; for 1h;

(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal; In dichloromethane; toluene; at -78 - -50 ℃; for 12.5h;
DOI:10.1021/jo050924a

Reference yield:

: 865107-57-9
(2S,4R)-5-(4-methoxybenzyloxy)-2,4-dimethylpentyl acetate

: 865107-60-4
(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

2.1: 83 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 12 h / 20 °C

3.1: TiCl₄; i-Pr₂NEt / CH₂Cl₂; toluene / 1 h / -5 °C

3.2: 74 percent / CH₂Cl₂; toluene / 12.5 h / -78 - -50 °C

With pyridine; lithium aluminium tetrahydride; titanium tetrachloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; toluene; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo050924a

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 865107-60-4
(R)-3-((2R,4R,5S,6S,8R)-9-(4-methoxybenzyloxy)-5-hydroxy-2,4,6,8-tetramethyl-3-oxononanoyl)-4-benzyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 93 percent / CSA / diethyl ether / 24 h / 20 °C

2.1: 84 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

3.1: 83 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 12 h / 20 °C

4.1: TiCl₄; i-Pr₂NEt / CH₂Cl₂; toluene / 1 h / -5 °C

4.2: 74 percent / CH₂Cl₂; toluene / 12.5 h / -78 - -50 °C

With pyridine; lithium aluminium tetrahydride; camphor-10-sulfonic acid; titanium tetrachloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; toluene; 3.1: Dess-Martin oxidation;
DOI:10.1021/jo050924a