(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

Base Information

Chemical Name:(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate
CAS No.:71883-80-2
Molecular Formula:C₂₉H₃₇BrO₄S
Molecular Weight:561.58
Hs Code.:

Synonyms:(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

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Chemical Property of (2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

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Technology Process of (2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

There total 3 articles about (2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-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:

: 71841-08-2
homogeraniol p-toluenesulfonate ester

: 71883-80-2
(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / dimethylsulfoxide / Ambient temperature

2: 1.) LDA, ZnCl₂, 2.) Hg(TFA)2, KBr, Br₂, O₂, LiBr / 1.) THF, 0 deg C, 2.) CH₃NO₂, H₂O, pyridine, room temperature, 3 h

With bromine; oxygen; mercury(II) trifluoroacetate; potassium bromide; lithium bromide; zinc(II) chloride; lithium diisopropyl amide; In dimethyl sulfoxide;
DOI:10.1021/ja00388a038

Reference yield:

: 115391-97-4
methyl 1-(phenylthio)acetate lithium enolate

: 71883-80-2
(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / dimethylsulfoxide / Ambient temperature

2: 1.) LDA, ZnCl₂, 2.) Hg(TFA)2, KBr, Br₂, O₂, LiBr / 1.) THF, 0 deg C, 2.) CH₃NO₂, H₂O, pyridine, room temperature, 3 h

With bromine; oxygen; mercury(II) trifluoroacetate; potassium bromide; lithium bromide; zinc(II) chloride; lithium diisopropyl amide; In dimethyl sulfoxide;
DOI:10.1021/ja00388a038

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 71841-09-3
(E)-methyl 6,10-dimethyl-2-(phenylthio)-5,9-undecadienoate

: 71883-80-2
(2α,3α,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

: 71841-12-8
(2α,3α,5aβ,7α,9aα)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

: 71885-18-2
(2α,3β,5aβ,7α,9aα)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

: 71883-81-3
(2α,3β,5aα,7β,9aβ)-(+/-)-methyl 7-bromodecahydro-6,6,9a-trimethyl-2-<(phenylmethoxy)methyl>-3-(phenylthio)-1-benzoxepin-3-carboxylate

Guidance literature:: With bromine; oxygen; mercury(II) trifluoroacetate; potassium bromide; lithium bromide; zinc(II) chloride; lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, 0 deg C, 2.) CH₃NO₂, H₂O, pyridine, room temperature, 3 h;
DOI:10.1021/ja00388a038