(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

Base Information

Chemical Name:(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one
CAS No.:1211323-58-8
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

Synonyms:(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

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Chemical Property of (3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

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Technology Process of (3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

There total 1 articles about (3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-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: 90.0%

: 1211323-46-4
(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal

: 1730-25-2
allylmagnesium bromide

: 1211323-58-8
(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

Guidance literature:: allylmagnesium bromide; With (R,R)-(η5-cyclopentadienyl)chloro[(4R,trans)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanolato]titanium; In diethyl ether; at 0 ℃; for 1.66667h; Inert atmosphere;

(R)-5-methoxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-3-oxoheptanal; In diethyl ether; at -78 ℃; for 2.28333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol100123p

Reference yield:

: 1211323-58-8
(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

: C₂₁H₃₄O₅

: 1211323-65-7
(4S,6S,8R)-8-methoxy-10-(4-methoxybenzyloxy)-5,5-dimethyldec-1-ene-4,6-diol

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -25 - -20 ℃; for 94h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol100123p

Reference yield:

: 1211323-58-8
(3R,7S)-7-hydroxy-3-methoxy-1-(4-methoxybenzyloxy)-6,6-dimethyldec-9-en-5-one

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 1466415-17-7
(4S,6S,8R)-6-hydroxy-8-methoxy-10-(4-methoxybenzyloxy)-5,5-dimethyldec-1-en-4-yl 3-(tert-butyldiphenylsilyloxy)propanoate

: 1466415-18-8
(4S,6R,8R)-6-hydroxy-8-methoxy-10-(4-methoxybenzyloxy)-5,5-dimethyldec-1-en-4-yl 3-(tert-butyldiphenylsilyloxy)propanoate

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -10 ℃; for 1h; Overall yield = 88 %; Overall yield = 1.85 g;
DOI:10.1002/chem.201301796