(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

Base Information

Chemical Name:(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal
CAS No.:862994-97-6
Molecular Formula:C₃₁H₄₀O₄Si
Molecular Weight:504.742
Hs Code.:

Synonyms:(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

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Technology Process of (+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

There total 6 articles about (+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal 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: 84.0%

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

: 862994-97-6
(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃;
DOI:10.1021/ol051260u

Reference yield:

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

: 862994-97-6
(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

Guidance literature:: Multi-step reaction with 4 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

4.1: 84 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

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

Reference yield:

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

: 862994-97-6
(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal

Guidance literature:: Multi-step reaction with 5 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

5.1: 84 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

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