(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

Base Information

Chemical Name:(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate
CAS No.:429677-19-0
Molecular Formula:C₁₆H₂₆O₂
Molecular Weight:250.381
Hs Code.:

Synonyms:(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

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Chemical Property of (2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

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Technology Process of (2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

There total 10 articles about (2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate 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: 42.0%

: 108-05-4,9003-20-7
vinyl acetate

: (+/-)-(2RS,6RS,9SR)-γ-irol

: (2S,3E)-4-[(1R,3R)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol

: 429677-19-0
(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

Guidance literature:: With Lipase PS; In various solvent(s); at 20 ℃; for 96h;
DOI:10.1002/1522-2675(20011219)84:12<3650::AID-HLCA3650>3.0.CO;2-5

Reference yield:

: 101170-42-7
2,2,3-trimethyl-6-methylene-cyclohexanecarboxylic acid ethyl ester

: 429677-19-0
(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 13.4 g / LiAlH₄ / tetrahydrofuran / 0 °C

2: DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -78 - 20 °C

3: 9.19 g / toluene / 8 h / Heating

4: 8.60 g / NaBH₄

5: 4.54 g / pyridine

6: 95 percent / KOH; MeOH / 2 h / 20 °C

7: 42 percent / lipase PS / various solvent(s) / 96 h / 20 °C

With pyridine; methanol; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; Lipase PS; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/1522-2675(20011219)84:12<3650::AID-HLCA3650>3.0.CO;2-5

Reference yield:

: 408309-84-2
2,2,3-trimethyl-6-oxocylohexanecarboxylic acid ethyl ester

: 429677-19-0
(2R,3E)-4-[(1S,3S)-2,2,3-trimethyl-6-methylidenecyclohexyl]but-3-en-2-ol acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: BuLi / hexane; tetrahydrofuran / -78 - 20 °C

1.2: tetrahydrofuran; hexane / 2 h / Heating

2.1: 13.4 g / LiAlH₄ / tetrahydrofuran / 0 °C

3.1: DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / -78 - 20 °C

4.1: 9.19 g / toluene / 8 h / Heating

5.1: 8.60 g / NaBH₄

6.1: 4.54 g / pyridine

7.1: 95 percent / KOH; MeOH / 2 h / 20 °C

8.1: 42 percent / lipase PS / various solvent(s) / 96 h / 20 °C

With pyridine; methanol; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; Lipase PS; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1002/1522-2675(20011219)84:12<3650::AID-HLCA3650>3.0.CO;2-5