{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

Base Information

Chemical Name:{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol
CAS No.:141211-00-9
Molecular Formula:C₂₁H₃₆O₃
Molecular Weight:336.515
Hs Code.:

Synonyms:{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

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Chemical Property of {(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

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Technology Process of {(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

There total 8 articles about {(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol 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: 19.0%

: 141210-94-8,141271-36-5
(1S,2R,5S)-5-[2-Benzenesulfonyl-1-methylene-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-2-methyl-2-vinyl-cyclohexanecarboxylic acid methyl ester

: 141211-00-9
{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

: 141210-99-3
{(1S,2R,5S)-2-Methyl-5-[1-methylene-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-2-vinyl-cyclohexyl}-methanol

Guidance literature:: With ammonia; lithium; In ethanol; at -78 ℃; for 0.333333h;
DOI:10.1248/cpb.40.556

Reference yield:

: 139694-40-9
(1S,2S,5R,6R)-5-Acetyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-formyl-2-methyl-cyclohexanecarboxylic acid methyl ester

: 141211-00-9
{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: 79 percent / Zn, Me₃Al

2: 83 percent / MeONa

3: 1.) 80percent AcOH, 2.) NaIO₄, 3.) NaClO₂, 4.) (COCl)2, pyridine, 5.) N-hydroxypyridine-2-thione sodium salt, DMAP, 6.) Bu₃SnH, AIBN

4: 1.) BuLi, 2.) BF₃*OEt₂ / 2.) THF, -78 deg C , 20 min

5: SOCl₂, pyridine / 0.08 h / 0 °C

6: 76 percent / Li, NH₃ (liquid) / ethanol / 0.33 h / -78 °C

With pyridine; dmap; sodium chlorite; sodium periodate; n-butyllithium; thionyl chloride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; ammonia; trimethylaluminum; tri-n-butyl-tin hydride; sodium methylate; 2-mercaptopyridine-1-oxide sodium salt; lithium; acetic acid; zinc; In ethanol;
DOI:10.1248/cpb.40.556

Reference yield:

: 139694-37-4
(1S,2R,5S)-5-Acetyl-2-methyl-2-vinyl-cyclohexanecarboxylic acid methyl ester

: 141211-00-9
{(1S,2R,5S)-2-Methyl-5-[(E)-1-methyl-3-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propenyl]-2-vinyl-cyclohexyl}-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 2.) BF₃*OEt₂ / 2.) THF, -78 deg C , 20 min

2: SOCl₂, pyridine / 0.08 h / 0 °C

3: 76 percent / Li, NH₃ (liquid) / ethanol / 0.33 h / -78 °C

With pyridine; n-butyllithium; thionyl chloride; boron trifluoride diethyl etherate; ammonia; lithium; In ethanol;
DOI:10.1248/cpb.40.556