(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide
CAS No.:202859-90-3
Molecular Formula:C₃₂H₆₃NO₆Si₃
Molecular Weight:642.112
Hs Code.:

Synonyms:(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

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Chemical Property of (3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

Chemical Property:

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Technology Process of (3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

There total 8 articles about (3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 202859-91-4
(3R,5R,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-6-hydroxy-heptanoic acid methoxy-methyl-amide

: 202859-90-3
(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃; for 16h;

Reference yield:

: 191410-00-1
(2R,3R,5R)-3-tert-butyldimethylsilyloxy-2-methyl-5-(1-methylethenyl)cyclohexanone

: 202859-90-3
(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: KIO₄, OsO₄ / tetrahydrofuran; H₂O / 12 h

2: 70 percent / MCPBA / CH₂Cl₂ / 144 h / Ambient temperature

3: 78 percent / acetone; H₂O; various solvent(s) / 35 °C / PLE (EC 3.1.1.1)

4: 98 percent / Et₃N, DMF / CH₂Cl₂ / 6 h / Ambient temperature

5: 61 percent / CH₂Cl₂ / 12 h / Ambient temperature

6: 90 percent / pyridine, DMAP / CH₂Cl₂ / 16 h / 0 °C

With pyridine; dmap; osmium(VIII) oxide; potassium metaperiodate; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; acetone;

Reference yield:

: 191410-01-2
(2R,3R,5R)-5-Acetyl-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-cyclohexanone

: 202859-90-3
(3R,5R,6R)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-methoxy-phenyl-silanyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / MCPBA / CH₂Cl₂ / 144 h / Ambient temperature

2: 78 percent / acetone; H₂O; various solvent(s) / 35 °C / PLE (EC 3.1.1.1)

3: 98 percent / Et₃N, DMF / CH₂Cl₂ / 6 h / Ambient temperature

4: 61 percent / CH₂Cl₂ / 12 h / Ambient temperature

5: 90 percent / pyridine, DMAP / CH₂Cl₂ / 16 h / 0 °C

With pyridine; dmap; triethylamine; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; acetone;