(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

Base Information

Chemical Name:(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester
CAS No.:245736-23-6
Molecular Formula:C₁₉H₂₈O₆
Molecular Weight:352.428
Hs Code.:

Synonyms:(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

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Chemical Property of (3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

There total 7 articles about (3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester 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:

: (R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-3-oxo-dec-9-enoic acid methyl ester

: 245736-23-6
(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; Yield given;
DOI:10.1021/ja990789h

Reference yield:

: 81114-98-9
Chan's diene

: 245736-23-6
(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / TiCl₂(O-i-Pr)2 / CH₂Cl₂ / -78 - 0 °C

2: Et₂BOMe, NaBH₄ / tetrahydrofuran; methanol / -78 °C

With sodium tetrahydroborate; titanium(IV) dichlorodiisopropylate; diethyl methoxy borane; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja990789h

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 245736-23-6
(3S,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-dec-9-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide; tetrahydrofuran

2: HCl / methanol; diethyl ether / 0 °C

3: (COCl)2, DMSO, i-Pr₂NEt / -78 - -30 °C

4: 73 percent / TiCl₂(O-i-Pr)2 / CH₂Cl₂ / -78 - 0 °C

5: Et₂BOMe, NaBH₄ / tetrahydrofuran; methanol / -78 °C

With hydrogenchloride; sodium tetrahydroborate; titanium(IV) dichlorodiisopropylate; oxalyl dichloride; diethyl methoxy borane; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja990789h