(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

Base Information

Chemical Name:(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester
CAS No.:154854-70-3
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

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Chemical Property of (1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

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MSDS Files:: SDS file from LookChem

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Technology Process of (1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

There total 6 articles about (1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic 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: 47.0%

: 3966-32-3
(R)-methoxyphenylacetic acid

: (1S,3aS,5R,6R,7aR)-5-Hydroxy-7a-isopropenyl-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

: 154854-70-3
(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/ja00088a055

Reference yield:

: 5-Hydroxy-7-methyl-7-(2-methyl-1-methylene-allyl)-2,5,6,7-tetrahydro-oxepine-3-carboxylic acid

: 154854-70-3
(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂

3: 100 percent / hexane / Irradiation

4: NaBH₄ / methanol / -20 °C

5: 47 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂

With dmap; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja00088a055

Reference yield:

: 154854-67-8
7-Methyl-7-(2-methyl-1-methylene-allyl)-5-oxo-2,5,6,7-tetrahydro-oxepine-3-carboxylic acid methyl ester

: 154854-70-3
(1S,3aS,5R,6R,7aR)-7a-Isopropenyl-5-((R)-2-methoxy-2-phenyl-acetoxy)-3a-methyl-hexahydro-3-oxa-1,6-cyclo-indene-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / hexane / Irradiation

2: NaBH₄ / methanol / -20 °C

3: 47 percent / dicyclohexylcarbodiimide, DMAP / CH₂Cl₂

With dmap; sodium tetrahydroborate; dicyclohexyl-carbodiimide; In methanol; hexane; dichloromethane;
DOI:10.1021/ja00088a055