1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

Base Information

• Chemical Name: 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane
• CAS No.: 322474-86-2
• Molecular Formula: C₁₇H₃₀OSi
• Molecular Weight: 278.51
• Mol file: 322474-86-2.mol

Synonyms:1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

Chemical Property of 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane

There total 10 articles about 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane 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: 98.0%

tert-butyldimethylsilyl (R)-3,5,5-trimethyl-4-(trimethylsilylethynyl)cyclohex-3-en-1-yl ether → 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane (322474-86-2)

Guidance literature:

With potassium carbonate; In methanol; at 25 ℃; for 2h;

DOI:10.1021/jo060490z

Reference yield:

C17H32O2Si (1089734-06-4) → 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane (322474-86-2)

Guidance literature:

With copper(II) sulfate tetrahydrate; In 5,5-dimethyl-1,3-cyclohexadiene; for 50h; Reflux;

DOI:10.1002/anie.200801638

Reference yield:

(R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene (152187-06-9) → 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane (322474-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / K₂CO₃ / Pd(PPh₃)4 / dimethylformamide / 60 °C

2: 98 percent / K₂CO₃ / methanol / 2 h / 25 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo060490z

upstream raw materials:

(R)-5-(tert-butyldimethylsilyloxy)-2-[(trifluoromethanesulfonyl)oxy]-1,3,3-trimethylcyclohex-1-ene

(R)-4-ethynyl-3,5,5-trimethylcyclohex-3-enyl acetate

(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

(4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

Downstream raw materials:

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

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

3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propyl acetate

3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propan-1-ol