(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

Base Information

Chemical Name:(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol
CAS No.:449174-24-7
Molecular Formula:C₃₅H₅₆O₇Si
Molecular Weight:616.911
Hs Code.:

Synonyms:(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

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Chemical Property of (2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

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Technology Process of (2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

There total 6 articles about (2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol 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: 36.0%

: 75-07-0,9002-91-9
acetaldehyde

: 449174-03-2
5-hydroxy-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-nonan-3-one

: 449174-24-7
(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

: 449174-04-3
(2R,3R,4S,5S,6R,7S)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at -20 - 0 ℃;
DOI:10.1021/ol026046+

Reference yield:

: 213385-33-2
(R)-1-((4-methoxybenzyl)oxy)-2-methylpentan-3-one

: 449174-24-7
(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / 0 °C

1.2: 350 mg / diethyl ether / -78 - -27 °C

2.1: 51 percent / SmI₂ / tetrahydrofuran / -20 - 0 °C

With samarium diiodide; dicyclohexylboron chloride; triethylamine; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol026046+

Reference yield:

: 449174-22-5
(2R,3RS)-3-(benzyloxy-diisopropyl-silanyloxy)-2-methyl-pentan-1-ol

: 449174-24-7
(2R,3R,4S,5S,6R,7R)-7-(benzyloxy-diisopropyl-silanyloxy)-1-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-acetoxy-nonan-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2.1: dicyclohexylboron chloride; Et₃N / diethyl ether / 2 h / 0 °C

2.2: 350 mg / diethyl ether / -78 - -27 °C

3.1: 51 percent / SmI₂ / tetrahydrofuran / -20 - 0 °C

With samarium diiodide; dicyclohexylboron chloride; Dess-Martin periodane; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Dess-Martin oxidation reaction;
DOI:10.1021/ol026046+