(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

Base Information

Chemical Name:(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol
CAS No.:862995-08-2
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

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Chemical Property of (-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

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Technology Process of (-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

There total 5 articles about (-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol 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: 78.0%

: 862995-07-1
(+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene

: 862995-08-2
(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

Guidance literature:: (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran;
DOI:10.1021/ol051260u

Reference yield:

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

: 862995-08-2
(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BF₃*OEt₂ / tetrahydrofuran / 2 h / -78 °C

1.2: 1.90 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / Heating

2.1: 99 percent / imidazole / dimethylformamide / 100 °C

3.1: BH₃*DMS / tetrahydrofuran / 6 h / 20 °C

3.2: 78 percent / NaOH; aq. H₂O₂ / tetrahydrofuran; methanol / 3 h / 20 °C

With 1H-imidazole; dimethylsulfide borane complex; boron trifluoride diethyl etherate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/b604334h

Reference yield:

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

: 862995-08-2
(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: BF₃*OEt₂ / tetrahydrofuran / 2 h / -78 °C

2.2: 1.90 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / Heating

3.1: 99 percent / imidazole / dimethylformamide / 100 °C

4.1: BH₃*DMS / tetrahydrofuran / 6 h / 20 °C

4.2: 78 percent / NaOH; aq. H₂O₂ / tetrahydrofuran; methanol / 3 h / 20 °C

With 1H-imidazole; oxalyl dichloride; dimethylsulfide borane complex; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b604334h