(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

Base Information

Chemical Name:(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid
CAS No.:910046-81-0
Molecular Formula:C₅₂H₇₈O₉SSi₂
Molecular Weight:935.423
Hs Code.:

(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

Synonyms:(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

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Chemical Property of (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

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Technology Process of (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

There total 3 articles about (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid 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: 97.0%

: 910046-65-0
acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester

: 910046-81-0
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

Guidance literature:: With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at -10 ℃; for 1h;
DOI:10.1021/ol061173h

Reference yield:

: 910046-78-5
acetic acid 5-(tert-butyl-dimethyl-silanyloxy)-1-[4-(tert-butyl-diphenyl-silanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxy-benzyloxy)-pentyl]-2,2-dimethyl-3-methylene-oct-7-enyl ester

: 910046-81-0
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: OsO₄; H₂O; 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 12 h / cooling

2: 134 mg / NaIO₄; aq. phosphate buffer / tetrahydrofuran / 3 h / 20 °C / pH 7.0

3: 97 percent / 2-methyl-2-butene; aq. KH₂PO₄; sodium chlorite / 2-methyl-propan-2-ol / 1 h / -10 °C

With sodium chlorite; sodium periodate; potassium dihydrogenphosphate; osmium(VIII) oxide; phosphate buffer; 2-methyl-but-2-ene; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ol061173h

Reference yield:

: 910046-79-6
acetic acid 3-[2-(tert-butyl-dimethyl-silanyloxy)-4,5-dihydroxy-pentyl]-1-[4-(tert-butyl-diphenyl-silanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxy-benzyloxy)-pentyl]-2,2-dimethyl-but-3-enyl ester

: 910046-81-0
(3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 134 mg / NaIO₄; aq. phosphate buffer / tetrahydrofuran / 3 h / 20 °C / pH 7.0

2: 97 percent / 2-methyl-2-butene; aq. KH₂PO₄; sodium chlorite / 2-methyl-propan-2-ol / 1 h / -10 °C

With sodium chlorite; sodium periodate; potassium dihydrogenphosphate; phosphate buffer; 2-methyl-but-2-ene; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/ol061173h