(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

Base Information

Chemical Name:(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane
CAS No.:125265-54-5
Molecular Formula:C₁₆H₂₈O₂
Molecular Weight:252.397
Hs Code.:

Synonyms:(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

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Chemical Property of (2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

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Technology Process of (2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

There total 5 articles about (2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane 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:

: 60134-39-6
(-)-(4aS,8aS)-3,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethylnaphthalen-1(2H)-one

: 125265-54-5
(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

Guidance literature:: Multi-step reaction with 5 steps

1: 1) butyl-lithium, di-isopropylamine, 2) 2-phenylsulphonyloxaziridine / 1) THF, hexane, -78 deg C, 30 min, 2) THF, 45 min, -78 deg C

2: 1) Pb(OAc)4, 2) toluene-p-sulphonic acid / 1a) MeOH, hexane, 0 deg C, 20 min, 1b) RT, 30 min, 2) benzene, reflux, 1.5 h

3: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

4: 1) DMSO, oxalyl dichloride, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 15 min, 2) to RT, 30 min

5: 1) butyllithium / 1) hexane, THF, 0 deg C, 30 min, 2) 0 deg C, 3 h

With lead(IV) acetate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 2-benzenesulfonyl oxaziridine; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; diisopropylamine; In tetrahydrofuran;
DOI:10.1039/P19900002481

Reference yield:

: 97868-04-7
(2R,4aS,8aS)-(-)-1,2,3,4,4a,5,6,7,8,8a-decahydro-2α-hydroxy-5,5,8aβ-trimethyl-1-oxonaphthalene

: 125265-54-5
(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 1) Pb(OAc)4, 2) toluene-p-sulphonic acid / 1a) MeOH, hexane, 0 deg C, 20 min, 1b) RT, 30 min, 2) benzene, reflux, 1.5 h

2: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 1) DMSO, oxalyl dichloride, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 15 min, 2) to RT, 30 min

4: 1) butyllithium / 1) hexane, THF, 0 deg C, 30 min, 2) 0 deg C, 3 h

With lead(IV) acetate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1039/P19900002481

Reference yield:

: 125265-48-7
(1S,2S)-methyl-(+)-2β-<2-(1,3-dioxolan-2-yl)ethyl>-1β,3,3-trimethylcyclohexanecarboxylate

: 125265-54-5
(2S,3R)-(-)-Sβ-<2-(1,3-dioxolan-2-yl)ethyl>-1,1,3β-trimethyl-3α-vinylcyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 1) DMSO, oxalyl dichloride, 2) NEt₃ / 1) CH₂Cl₂, -78 deg C, 15 min, 2) to RT, 30 min

3: 1) butyllithium / 1) hexane, THF, 0 deg C, 30 min, 2) 0 deg C, 3 h

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1039/P19900002481