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

Base Information

Chemical Name:(3R,4S,6R,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one
CAS No.:740853-07-0
Molecular Formula:C₃₉H₆₆O₇Si₂
Molecular Weight:703.12
Hs Code.:

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

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

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

There total 7 articles about (3R,4S,6R,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-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: 92.0%

: 18162-48-6
tert-butyldimethylsilyl 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

: 740853-07-0
(3R,4S,6R,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1002/anie.200353609 DOI:10.1002/ejoc.200500605

Reference yield:

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

: 740853-07-0
(3R,4S,6R,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1.31 g / H₂O₂ / methanol; aq. phosphate buffer / 2 h / 20 °C / pH 7

2.1: 92 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1H-imidazole; In diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500605

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 740853-07-0
(3R,4S,6R,7R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-1,9-bis-(4-methoxy-benzyloxy)-4,6-dimethyl-nonan-5-one

Guidance literature:: Multi-step reaction with 4 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

4.1: 92 percent / imidazole / dimethylformamide / 24 h / 20 °C

With 1H-imidazole; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500605