Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

Base Information

Chemical Name:Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester
CAS No.:314281-06-6
Molecular Formula:C₃₀H₄₀O₆S
Molecular Weight:528.71
Hs Code.:

Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

Synonyms:Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

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Chemical Property of Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

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Technology Process of Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

There total 10 articles about Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl 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: 53.0%

: Benzoic acid (1R,2R)-1-[(1S,3aR,9aS,9bS)-7-(dimethyl-hydrazono)-1-methoxy-9a,9b-dimethyl-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl]-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

: 314281-06-6
Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

Guidance literature:: With sodium acetate; acetic acid; In benzene; at 65 ℃; for 16h;
DOI:10.1021/ja034842k

Reference yield:

: 314281-00-0
Benzoic acid (1R,2R)-1-[(1S,3aR,9aS,9bS)-7-(dimethyl-hydrazono)-1-methoxy-9a,9b-dimethyl-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl]-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

: 314281-06-6
Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

Guidance literature:: With sodium acetate; acetic acid; In benzene; at 65 ℃; for 16h;
DOI:10.1021/ja0030820

Reference yield:

: 251305-18-7
(R)-2-((R)-2-Methyl-1-methylsulfanylmethoxy-allyl)-oxirane

: 314281-06-6
Benzoic acid (1R,2R)-1-((1S,3aR,9aS,9bS)-1-methoxy-9a,9b-dimethyl-7-oxo-1,3,3a,4,5,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-6-ylmethyl)-3-methyl-2-methylsulfanylmethoxy-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone / tetrahydrofuran / 6 h / -78 - 65 °C

1.2: tetrahydrofuran / 3.5 h

2.1: 76 percent / DMAP / CH₂Cl₂ / 23 h / 20 °C

3.1: 53 percent / NaOAc; AcOH / benzene / 16 h / 65 °C

With dmap; (+)-4,4a,5,6,7,8-hexahydro-4a-Me-2(3H)-Nph dimethylhydrazone; sodium acetate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; benzene; 1.1: Stork metalloenamine alkylation;
DOI:10.1021/ja034842k