(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Base Information

Chemical Name:(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate
CAS No.:1037197-81-1
Molecular Formula:C₂₄H₃₀O₆
Molecular Weight:414.499
Hs Code.:

Synonyms:(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

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Chemical Property of (+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

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Technology Process of (+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

There total 5 articles about (+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate 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: 94.0%

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: (2S,6S)-2-benzoyloxy-5-hydroxy-7-(4'-methoxy-benzyloxy)-4,6-dimethylheptan-3-one

: 1037197-81-1
(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: (S)-2-benzoyloxypentan-3-one; With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; at -78 - 0 ℃;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In diethyl ether; at -78 - 0 ℃; Further stages.;
DOI:10.1016/j.tet.2008.02.109

Reference yield: 67.0%

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 1037197-81-1
(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: (S)-2-benzoyloxypentan-3-one; With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; at -78 - 0 ℃; for 2h; Inert atmosphere;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In diethyl ether; at -78 - 0 ℃; for 19.5h; Inert atmosphere;
DOI:10.1021/acs.joc.6b03060

Reference yield:

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

: 1037197-81-1
(+)-(2S,4R,5R,6S)-5-hydroxy-7-((4-methoxybenzyl)oxy)-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 10-camphorsulfonic acid / dichloromethane / 20 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 21 h / -40 - 20 °C / Inert atmosphere

3.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1.5 h / -78 - 0 °C / Inert atmosphere

4.1: dicyclohexylboron chloride; N,N-dimethyl-ethanamine / diethyl ether / 2 h / -78 - 0 °C / Inert atmosphere

4.2: 19.5 h / -78 - 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; N,N-dimethyl-ethanamine; 10-camphorsulfonic acid; dicyclohexylboron chloride; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/acs.joc.6b03060