acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

Base Information

Chemical Name:acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester
CAS No.:916991-69-0
Molecular Formula:C₄₂H₆₈O₆SSi₂
Molecular Weight:757.235
Hs Code.:

acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

Synonyms:acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

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Chemical Property of acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

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Technology Process of acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

There total 1 articles about acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester 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: 94.0%

: 916991-72-5
acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-(4-methoxybenzyloxy)hexyl ester

: 916991-69-0
acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane; at 20 ℃; for 2h; pH=7.0;
DOI:10.1016/j.tetlet.2006.09.094

Reference yield: 91.0%

: 916991-69-0
acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

: acetic acid (2S,4S,6S)-2-[2-(tert-butyldimethylsilanyloxy)ethyl]-6-[(R)-2-(tert-butyldiphenylsilanyloxy)-3-(tert-butylsulfanylcarbonyl)propyl]-2-hydroxy-3,3-dimethyltetrahydropyran-4-yl ester

Guidance literature:: acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester; With ozone; In dichloromethane; at -78 ℃; for 0.0833333h;

With dimethylsulfide; for 12h;
DOI:10.1016/j.tetlet.2006.09.094

Reference yield:

: 916991-69-0
acetic acid (1S,3S,5R)-1-[4-(tert-butyldimethylsilanyloxy)-1,1-dimethyl-2-methylenebutyl]-5-(tert-butyldiphenylsilanyloxy)-6-(tert-butylsulfanylcarbonyl)-3-hydroxyhexyl ester

: acetic acid (2S,4S,6S)-2-[((2S,6R)-6-benzyloxymethyl-4-methylenetetrahydropyran-2-yl)methyl]-6-[(R)-2-(tert-butyldiphenylsilanyloxy)-3-(tert-butylsulfanylcarbonyl)propyl]-2-methoxy-3,3-dimethyltetrahydropyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₃ / CH₂Cl₂ / 0.08 h / -78 °C

1.2: 91 percent / Me₂S / 12 h

2.1: 99 percent / (+/-)-camphor-10-sulfonic acid / 1.25 h / 20 °C

3.1: 88 percent / SO₃*py; (i-Pr)2NEt; DMSO / CH₂Cl₂ / 1 h / -5 °C

4.1: 85 percent / TMSOTf / diethyl ether / 5 h / -78 °C

With pyridine-SO₃ complex; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; ozone; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; 3.1: Parikh-Doering oxidation;
DOI:10.1016/j.tetlet.2006.09.094