1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate

Base Information

• Chemical Name: 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate
• CAS No.: 70905-65-6
• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.3
• Mol file: 70905-65-6.mol

Synonyms:1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate

Chemical Property of 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate

There total 9 articles about 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl 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:

1(S),4(R),6(R)-1-ethynyl-2,2,6-trimethyl-1,4-cyclohexanediol (83646-59-7,118829-52-0,70905-64-5) → 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate (70905-65-6)

Guidance literature:

With acetic anhydride; In pyridine; hydrogenchloride; dichloromethane;

Reference yield:

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one (20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6) → 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate (70905-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / DMAP / 3 h / 50 °C

With dmap;

DOI:10.1002/hlca.19900730412

Reference yield:

(4R,6R)-2,2,6-Trimethyl-4-trimethylsilanyloxy-cyclohexanone (152125-31-0) → 1(R),4(S),5(R)-4-ethynyl-4-hydroxy-3,3,5-trimethyl-cyclohexyl acetate (70905-65-6)

Guidance literature:

Multi-step reaction with 3 steps

1: BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) 0 deg C, 1 h

2: KOH, H₂O / methanol / 0.5 h / Ambient temperature

3: pyridine / 16 h / Ambient temperature

With pyridine; potassium hydroxide; n-butyllithium; water; In tetrahydrofuran; methanol; hexane;

upstream raw materials:

acetic anhydride

1(S),4(R),6(R)-1-ethynyl-2,2,6-trimethyl-1,4-cyclohexanediol

(1R,5R)-3,3,5-trimethyl-4-oxocyclohexyl acetate

acetylene

Downstream raw materials:

1-<4-(1-methoxy-1-methylethoxy)-2,6,6-trimethylcyclohex-1-enyl>-3-methylpenta-1,4-dien-3-ol

(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-en-1-ol

(1R)-4-(3-acetoxypropyl)-3,5,5-trimethylcyclohex-3-enyl acetate

(1R)-4-(2-acetoxyethyl)-3,5,5-trimethylcyclohex-3-enyl acetate