(1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Base Information

• Chemical Name: (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one
• CAS No.: 144828-58-0
• Molecular Formula: C₃₈H₅₅NO₇Si₂
• Molecular Weight: 694.028

Synonyms:(1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Chemical Property of (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-one

There total 4 articles about (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>tridecan-11-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: 88.0%

(1R,2S,6R,7R,9S)-(+)-9-(tert-butyldiphenylsilyloxy)-6-<(1S)-1-hydroxy-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>-tridecan-11-one (144828-56-8) → (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (144828-58-0)

Guidance literature:

With pyridine; Dess-Martin periodane; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80499-3

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (144828-58-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 78 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) Mg / 1.) ether, reflux, 1 h, 2.) ether, r.t., 2 h

4: 88 percent / Dess-Martin reagent periodinane, pyridine / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; dmap; Dess-Martin periodane; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)80499-3

Reference yield:

2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)-2-butanol (144828-46-6) → (1R,2S,6R,7R,9S)-(-)-9-(tert-butyldiphenylsilyloxy)-6-<1-oxo-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.02,7>tridecan-11-one (144828-58-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 88 percent / Dess-Martin reagent periodinane, pyridine / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; Dess-Martin periodane; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)80499-3

upstream raw materials:

(1R,2S,6R,7R,9S)-(+)-9-(tert-butyldiphenylsilyloxy)-6-<(1S)-1-hydroxy-2,2-dimethyl-3-methylene-4-(tert-butyldimethylsilyloxy)butyl>-3,5,8-trioxa-10-azatricyclo<7.3.1.0^2,7>-tridecan-11-one

tert-butyldimethylsilyl chloride

2-methyl-3-methylene-4-(tert-butyldimethylsilyloxy)-2-butanol

2-(tert-butyl-dimethyl-silanyloxymethyl)-acrylic acid methyl ester

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