(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

Base Information

Chemical Name:(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide
CAS No.:168774-85-4
Molecular Formula:C₁₉H₂₃NO₄
Molecular Weight:329.396
Hs Code.:

Synonyms:(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

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Chemical Property of (4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

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Technology Process of (4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

There total 4 articles about (4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide 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:

: 168775-01-7
Acetic acid (1aR,4aS,8aS)-3-(2-methoxy-phenylcarbamoyl)-4a-methyl-4,4a,5,6,7,8-hexahydro-1aH-1-oxa-cyclopropa[d]naphthalen-2-yl ester

: 168774-85-4
(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

Guidance literature:: With sodium hydrogencarbonate; In methanol; for 2h; Yield given; Heating;
DOI:10.1021/jm00017a003

Reference yield:

: 4087-39-2
(S)-(+)-4,4a,5,6,7,8-hexahydro-4a-methyl-2(3H)-naphthalenone

: 168774-85-4
(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 2 h

2: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

3: 910 mg / m-CPBA / CH₂Cl₂ / 0.67 h

4: aq. NaHCO₃ / methanol / 2 h / Heating

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In methanol; dichloromethane;
DOI:10.1021/jm00017a003

Reference yield:

: 168774-84-3
(8aS)-1,5,6,7,8,8a-hexahydro-8a-methyl-3(2H)-oxonaphthalene-2-N-(2-methoxyphenyl)carboxamide

: 168774-85-4
(4S,4aS,8aS)-4,4a-epoxy-3-hydroxy-8a-methyl-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-N-(2-methoxyphenyl)carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 30 min

2: 910 mg / m-CPBA / CH₂Cl₂ / 0.67 h

3: aq. NaHCO₃ / methanol / 2 h / Heating

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In methanol; dichloromethane;
DOI:10.1021/jm00017a003