2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

Base Information

Chemical Name:2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol
CAS No.:228556-26-1
Molecular Formula:C₁₇H₃₀O₄
Molecular Weight:298.423
Hs Code.:

Synonyms:2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

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Chemical Property of 2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

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Technology Process of 2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

There total 9 articles about 2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol 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: 100.0%

: 228556-25-0
2-[(1S,2S,3S)-2-(2-Benzyloxy-ethyl)-3-tert-butoxy-2-methyl-6-methylene-cyclohexyl]-[1,3]dioxolane

: 228556-26-1
2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

Guidance literature:: With ammonia; lithium; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; for 0.166667h;
DOI:10.1016/S0957-4166(99)00062-2

Reference yield:

: 155095-85-5
2-((4aS,5S,6S,8aS)-6-tert-Butoxy-2,2,5-trimethyl-hexahydro-benzo[1,3]dioxin-5-yl)-ethanol

: 228556-26-1
2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) NaH / 1.) DMF, 0.5 h, 2.) DMF, 0 deg C, 20 h

2: 5 percent aq. HCl / tetrahydrofuran / 4 h / Ambient temperature

3: DMAP / CH₂Cl₂ / 1.5 h / 0 - 20 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C

5: 50 percent / tetrahydrofuran / 0.67 h / Ambient temperature

6: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / Ambient temperature

7: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C

8: 1.26 g / pTsOH, molecular sieves / Ambient temperature

9: 100 percent / Li, NH₃ liq., tBuOH / tetrahydrofuran / 0.17 h / -78 °C

With hydrogenchloride; dmap; molecular sieve; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonia; lithium; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; tert-butyl alcohol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(99)00062-2

Reference yield:

: 219136-91-1
(1S,2S,3S,4S)-3-(2-Benzyloxy-ethyl)-4-tert-butoxy-2-hydroxymethyl-3-methyl-cyclohexanol

: 228556-26-1
2-((1S,2S,6S)-6-tert-Butoxy-2-[1,3]dioxolan-2-yl-1-methyl-3-methylene-cyclohexyl)-ethanol

Guidance literature:: Multi-step reaction with 7 steps

1: DMAP / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C

3: 50 percent / tetrahydrofuran / 0.67 h / Ambient temperature

4: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / Ambient temperature

5: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) CH₂Cl₂, 0 deg C

6: 1.26 g / pTsOH, molecular sieves / Ambient temperature

7: 100 percent / Li, NH₃ liq., tBuOH / tetrahydrofuran / 0.17 h / -78 °C

With dmap; molecular sieve; oxalyl dichloride; tetrabutyl ammonium fluoride; ammonia; lithium; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; tert-butyl alcohol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(99)00062-2