5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one

Base Information

• Chemical Name: 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one
• CAS No.: 73472-31-8
• Molecular Formula: C₂₄H₄₂O₅Si
• Molecular Weight: 438.68
• Mol file: 73472-31-8.mol

Synonyms:5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one

Chemical Property of 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one

There total 6 articles about 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one 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: 90.0%

5-<2-hydroxy-2-<(2R*,3R*)-3-methyl-1,4-dioxaspiro<4.5>-dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one (73472-30-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one (73472-31-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 20h; Ambient temperature;

DOI:10.1021/jo00142a009

Reference yield:

(2R*,3R*)-α-<(3,5-dimethoxy-2,5-cyclohexadien-1-yl)-methyl>-3-methyl-1,4-dioxaspiro<4.5>decane-2-methanol (73472-29-4) → 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one (73472-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 3,6percent HCl aq., 2.) CH₂N₂ / 1.)DME, RT, 50 min, 2.) EtOH, Et₂O, RT

2: 90 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With diazomethane; 1H-imidazole; hydrogenchloride; In N,N-dimethyl-formamide;

DOI:10.1021/jo00142a009

Reference yield:

(2R*,3R*)-α-<2-(3,5-dimethoxyphenyl)-m-dithian-2-yl>-3-methyl-1,4-dioxaspiro<4.5>decane-2-methanol (73495-64-4,82796-03-0,82796-04-1) → 5-<2-(tert-butyldimethylsiloxy)-2-<(2R*,3S*)-3-methyl-1,4-dioxaspiro<4.5>dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one (73472-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₃ liq., Li / diethyl ether; ethanol / 1 h

2: 1.) 3,6percent HCl aq., 2.) CH₂N₂ / 1.)DME, RT, 50 min, 2.) EtOH, Et₂O, RT

3: 90 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

With diazomethane; 1H-imidazole; hydrogenchloride; ammonia; lithium; In diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00142a009

upstream raw materials:

5-<2-hydroxy-2-<(2R*,3R*)-3-methyl-1,4-dioxaspiro<4.5>-dec-2-yl>ethyl>-3-methoxy-2-cyclohexen-1-one

tert-butyldimethylsilyl chloride

(2R*,3R*)-α-<(3,5-dimethoxy-2,5-cyclohexadien-1-yl)-methyl>-3-methyl-1,4-dioxaspiro<4.5>decane-2-methanol

(2R*,3R*)-α-<2-(3,5-dimethoxyphenyl)-m-dithian-2-yl>-3-methyl-1,4-dioxaspiro<4.5>decane-2-methanol