2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate

Base Information

• Chemical Name: 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate
• CAS No.: 314774-15-7
• Molecular Formula: C₁₉H₃₆O₃Si
• Molecular Weight: 340.579
• Mol file: 314774-15-7.mol

Synonyms:2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate

Chemical Property of 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate

There total 4 articles about 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl 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: 93.0%

acetic anhydride (108-24-7) + 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol (408357-89-1) → 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate (314774-15-7)

Guidance literature:

With pyridine; at 20 ℃; for 16h;

DOI:10.1039/b201228f

Reference yield: 75.0%

tert-butyldimethylsilyl chloride (18162-48-6) + Acetic acid 2-((R)-4-hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-ethyl ester → 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate (314774-15-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1039/b201228f

Reference yield:

[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde (245504-00-1) → 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate (314774-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol

2: pyridine

With pyridine; sodium tetrahydroborate; In methanol;

DOI:10.1248/cpb.48.1833

upstream raw materials:

acetic anhydride

2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

tert-butyldimethylsilyl chloride

2-[(1R,4S,6S)-4-tert-butyldimethylsilyloxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethyl acetate

Downstream raw materials:

3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal

3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propan-1-ol

3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate

(4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one