methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

Base Information

Chemical Name:methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate
CAS No.:104762-00-7
Molecular Formula:C₂₇H₃₆O₅S
Molecular Weight:472.646
Hs Code.:

methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

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Chemical Property of methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

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Technology Process of methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

There total 5 articles about methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate 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:

: 88825-31-4
Methyl 1-oxo-5α,8aβ-dimethyl-6β-hydroxy-1,2,3,4,4aα,5,6,7,8,8a-decahydronaphthalene-5β-carboxylate

: 104762-00-7
methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / barium oxide, barium hydroxide octahydrate / dimethylsulfoxide; dimethylformamide / 18 h / Ambient temperature

2: 1.) n-butyllithium, diisopropylamine / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 1 h

3: p-toluenesulfonic acid / benzene / 2 h / Heating

4: 1.) n-butyllithium, diisopropylamine, hexamethylphosphorus triamide / 1.) hexane, THF, 50 deg C, 3 h, 2.) hexane, THF, RT, 16 h

6: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 1.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; barium hydroxide octahydrate; toluene-4-sulfonic acid; diisopropylamine; barium(II) oxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00374a020

Reference yield:

: 104761-89-9
methyl 5-oxo-1α,4aβ-dimethyl-2β-methoxy-1,2,3,4,4a,5,6,7,8,8aα-decahydronaphthalene-1β-carboxylate

: 104762-00-7
methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) THF, hexane, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 1 h

2: p-toluenesulfonic acid / benzene / 2 h / Heating

3: 1.) n-butyllithium, diisopropylamine, hexamethylphosphorus triamide / 1.) hexane, THF, 50 deg C, 3 h, 2.) hexane, THF, RT, 16 h

5: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 1.5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; toluene-4-sulfonic acid; diisopropylamine; In benzene;
DOI:10.1021/jo00374a020

Reference yield:

: 104761-93-5
methyl 5α-(carboxymethyl)-1α,4aβ-dimethyl-5β-hydroxy-2β-methoxy-6(E)-(2-methylpropylidene)-1,2,3,4,4a,5,6,7,8,8aα-decahydronaphthalene-1β-carboxylate

: 104762-00-7
methyl 2-oxo-7α,10aβ-dimethyl-8β-methoxy-4α-(1-methylethyl)-1β-(phenylthio)-1,4,5,6,6aα,7,8,9,10,10a-decahydro-2H-naphtho<2,1-c>pyran-7β-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 0.5 h, 2.) hexane, THF, -78 deg C, 1.5 h

With n-butyllithium; diisopropylamine;
DOI:10.1021/jo00374a020