methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

Base Information

Chemical Name:methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate
CAS No.:142977-28-4
Molecular Formula:C₂₁H₂₈O₄
Molecular Weight:344.451
Hs Code.:

Synonyms:methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

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Chemical Property of methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

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Technology Process of methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

There total 6 articles about methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-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: 93.0%

: 124-41-4
sodium methylate

: 142977-25-1
(3S,8S,11R)-11-benzyl-2,9-dioxa-10-oxotricyclo<9,4,0,0^3,8>pentadec-1(15)-ene

: 142977-28-4
methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

Guidance literature:: In methanol; for 48h; Ambient temperature;
DOI:10.1016/S0040-4020(01)87012-5

Reference yield:

: 57794-08-8
(1S,2S)-trans-1,2-Cyclohexanediol

: 142977-28-4
methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / p-TsOH hydrate / benzene / Heating

2: 51 percent / 15 percent n-BuLi, diisopropylamine, HMPA / hexane; tetrahydrofuran / -78 - -40 °C

3: 93 percent / methanol / 48 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; methanol; hexane; benzene;
DOI:10.1016/S0040-4020(01)87012-5

Reference yield:

: 100-39-0
benzyl bromide

: 142977-28-4
methyl (1S)-1-benzyl-2-<(1S,2S)-2-hydroxycyclohexan-1-yl>oxy-2-cyclohexen-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 51 percent / 15 percent n-BuLi, diisopropylamine, HMPA / hexane; tetrahydrofuran / -78 - -40 °C

2: 93 percent / methanol / 48 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine; In tetrahydrofuran; methanol; hexane;
DOI:10.1016/S0040-4020(01)87012-5