(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

Base Information

Chemical Name:(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone
CAS No.:1345135-38-7
Molecular Formula:C₄₈H₇₆O₆SSi₂
Molecular Weight:837.365
Hs Code.:

(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

Synonyms:(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

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Chemical Property of (7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

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Technology Process of (7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

There total 22 articles about (7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone 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:

: C₄₈H₇₈O₆SSi₂

: 1345135-38-7
(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/j.tet.2011.09.066

Reference yield:

: 763-32-6
2-methyl-1-buten-4-ol

: 1345135-38-7
(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 0 - 20 °C

3.1: pyridinium chlorochromate / dichloromethane / 20 °C / Molecular sieve

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

4.2: -78 - -20 °C / Inert atmosphere

5.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

With 1H-imidazole; n-butyllithium; Dess-Martin periodane; 9-bora-bicyclo[3.3.1]nonane; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2011.09.066

Reference yield:

: 1345135-07-0
(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

: 1345135-38-7
(7R,11R,15R)-16-tert-butyldimethylsilyloxy-1-tert-butyldiphenylsilyloxy-11-hydroxy-5-phenylsulfonyl-3,7,11,15-tetramethyl-4-hexadecanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonia; lithium / -40 °C

2.1: pyridine / 0 °C

3.1: sodium iodide / acetone / 20 °C / Reflux

4.1: N,N-dimethyl-formamide / 6 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

5.2: -78 - -20 °C / Inert atmosphere

6.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

With pyridine; n-butyllithium; ammonia; lithium; Dess-Martin periodane; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Birch reduction;
DOI:10.1016/j.tet.2011.09.066