(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

Base Information

Chemical Name:(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one
CAS No.:573699-37-3
Molecular Formula:C₂₂H₃₀O₅
Molecular Weight:374.477
Hs Code.:

Synonyms:(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

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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 (1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

There total 6 articles about (1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-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:

: 573699-09-9
(1S,5S,6R,8S)-5-Benzyloxymethyl-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

: 109-94-4
formic acid ethyl ester

: 573699-37-3
(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

Guidance literature:: (1S,5S,6R,8S)-5-Benzyloxymethyl-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one; formic acid ethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; pH=5;
DOI:10.1021/ja034842k

Reference yield:

: 573699-05-5
(-)-4-((Benzyloxy)methyl)-2-cyclohexen-1-one

: 573699-37-3
(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: CH₂Cl₂ / 8.5 h / 0 °C / Irradiation

2.1: Amberlyst-15 ion exchange resin / 2.5 h / 0 °C

3.1: diethyl ether; benzene / 1.5 h / 20 °C

4.1: pyridinium p-toluenesulfonate / acetone / 2.25 h / 20 °C

5.1: i-Pr₂NEt / CH₂Cl₂ / 70 h / 20 °C

6.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

6.2: aq. HCl / tetrahydrofuran / pH 5

With Amberlyst-15 ion exchange resin; pyridinium p-toluenesulfonate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1021/ja034842k

Reference yield:

: 118378-03-3
(1S,5S,6R,8S)-5-Benzyloxymethyl-8-(1-hydroxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

: 573699-37-3
(1S,5S,6R,8S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(Z)-ylidene]-8-(1-methoxymethoxy-1-methyl-ethyl)-bicyclo[4.2.0]octan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: i-Pr₂NEt / CH₂Cl₂ / 70 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 3 h / 20 °C

2.2: aq. HCl / tetrahydrofuran / pH 5

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja034842k