1,7-Dioxaspiro[5.5]undecan-4-ol, 10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,11-dimethyl-2-(2-phenylethyl)- , acetate, (2S,4R,5R,6S,10R,11S)-

Base Information

• Chemical Name: 1,7-Dioxaspiro[5.5]undecan-4-ol, 10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,11-dimethyl-2-(2-phenylethyl)- , acetate, (2S,4R,5R,6S,10R,11S)-
• CAS No.: 873850-75-0
• Molecular Formula: C₂₇H₄₄O₅Si
• Molecular Weight: 476.729
• Mol file: 873850-75-0.mol

Synonyms:

Chemical Property of 1,7-Dioxaspiro[5.5]undecan-4-ol, 10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,11-dimethyl-2-(2-phenylethyl)- , acetate, (2S,4R,5R,6S,10R,11S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,7-Dioxaspiro[5.5]undecan-4-ol, 10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,11-dimethyl-2-(2-phenylethyl)- , acetate, (2S,4R,5R,6S,10R,11S)-

There total 6 articles about 1,7-Dioxaspiro[5.5]undecan-4-ol, 10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,11-dimethyl-2-(2-phenylethyl)- , acetate, (2S,4R,5R,6S,10R,11S)- 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: 9.0%

C25H43BO + 3-tert-butyldimethylsilyloxy-1-propanol (73842-99-6) + acetic anhydride (108-24-7) + tert-butyldimethylsilyl chloride (18162-48-6) + (3S)-3-(4-methoxybenzyloxy)-5-phenylpentanal (740853-00-3) → Acetic acid (2S,4R,5R,6S,10R,11S)-10-(tert-butyl-dimethyl-silanyloxy)-5,11-dimethyl-2-phenethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester (873850-75-0)

Guidance literature:

Multistep reaction;

DOI:10.1002/ejoc.200500605

Reference yield:

1-Methoxy-4-((E)-(S)-1-phenethyl-pent-3-enyloxymethyl)-benzene (909110-93-6) → Acetic acid (2S,4R,5R,6S,10R,11S)-10-(tert-butyl-dimethyl-silanyloxy)-5,11-dimethyl-2-phenethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester (873850-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 4-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 6 h / 20 °C

2: 93 percent / NaIO₄ / CH₂Cl₂; H₂O / 6 h / 20 °C

With sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1002/ejoc.200500605

Reference yield:

(S)-5-(4-Methoxy-benzyloxy)-7-phenyl-heptane-2,3-diol (873851-02-6) → Acetic acid (2S,4R,5R,6S,10R,11S)-10-(tert-butyl-dimethyl-silanyloxy)-5,11-dimethyl-2-phenethyl-1,7-dioxa-spiro[5.5]undec-4-yl ester (873850-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaIO₄ / CH₂Cl₂; H₂O / 6 h / 20 °C

With sodium periodate; In dichloromethane; water;

DOI:10.1002/ejoc.200500605

upstream raw materials:

3-tert-butyldimethylsilyloxy-1-propanol

acetic anhydride

tert-butyldimethylsilyl chloride

(3S)-3-(4-methoxybenzyloxy)-5-phenylpentanal