(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Base Information

Chemical Name:(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one
CAS No.:740852-91-9
Molecular Formula:C₃₃H₅₂O₇Si
Molecular Weight:588.857
Hs Code.:

Synonyms:(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

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Chemical Property of (3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

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Technology Process of (3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

There total 7 articles about (3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-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: 89.0%

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 740852-89-5
(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-heptan-3-one

: 740852-91-9
(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: (4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-4-methyl-heptan-3-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at 0 ℃; for 4h;

3-(p-methoxybenzyloxy)propanal; In diethyl ether; at -78 - -30 ℃; for 24h;

With dihydrogen peroxide; In methanol; at 0 - 20 ℃; for 2h; pH=7;
DOI:10.1002/anie.200353609

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 740852-91-9
(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide; tetrahydrofuran / 2 h / 20 °C

1.2: 63 percent / tetrahydrofuran; dimethylformamide / 16 h

2.1: 93 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

3.1: hexane; diethyl ether / 17 h / -78 - -27 °C

3.2: 1.31 g / H₂O₂ / methanol; aq. phosphate buffer / 2 h / 20 °C / pH 7

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500605

Reference yield:

: 135362-69-5
3-(4-methoxybenzyl)oxypropan-1-ol

: 740852-91-9
(3R,4S,6R,7R)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: hexane; diethyl ether / 17 h / -78 - -27 °C

2.2: 1.31 g / H₂O₂ / methanol; aq. phosphate buffer / 2 h / 20 °C / pH 7

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1002/ejoc.200500605