(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

Base Information

Chemical Name:(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether
CAS No.:1358982-33-8
Molecular Formula:C₃₂H₅₂O₄Si
Molecular Weight:528.848
Hs Code.:

Synonyms:(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

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Chemical Property of (3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

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Technology Process of (3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

There total 8 articles about (3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether 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: 99.0%

: 1358982-31-6
(3R,4S,7S)-4-benzyloxy-9-(4-methoxybenzyloxy)-3,7-dimethylnonan-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1358982-33-8
(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2011.12.015

Reference yield:

: (S)-6-(4-methoxybenzyloxy)-4-methylhexanal

: 1358982-33-8
(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.33 h / -78 - -45 °C

1.2: 1.08 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

3.1: borane-THF / tetrahydrofuran / 2 h / 0 - 20 °C

3.2: 1 h / 20 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; n-butyllithium; borane-THF; potassium tert-butylate; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.015

Reference yield:

: 1358982-23-6
(3S,6RS)-6,7-epoxy-3,7-dimethyloctyl 4-methoxybenzyl ether

: 1358982-33-8
(3S,6S,7R)-6-benzyloxy-9-tert-butyldimethylsilyloxy-3,7-dimethylnonyl 4-methoxybenzyl ether

Guidance literature:: Multi-step reaction with 5 steps

1.1: periodic acid / tetrahydrofuran; water / 2 h / 0 °C

2.1: n-butyllithium; potassium tert-butylate / tetrahydrofuran; hexane / 0.33 h / -78 - -45 °C

2.2: 1.08 h / -78 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

4.1: borane-THF / tetrahydrofuran / 2 h / 0 - 20 °C

4.2: 1 h / 20 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

With 1H-imidazole; n-butyllithium; borane-THF; potassium tert-butylate; sodium hydride; periodic acid; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.015