[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane
CAS No.:869732-25-2
Molecular Formula:C₃₅H₄₉BrO₅Si
Molecular Weight:657.761
Hs Code.:

Synonyms:[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

There total 9 articles about [(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane 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%

: 869732-24-1
(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-1-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hexan-3-ol

: 420-37-1
trimethoxonium tetrafluoroborate

: 869732-25-2
[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With 4 A molecular sieve; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ja055384d

Reference yield:

: 869732-13-8
3-(benzyloxy)-5-bromo-2-methoxybenzaldehyde

: 869732-25-2
[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 64 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 18 h / -50 °C

2.1: 60 percent / triethylsilane; boron trifluoride etherate / CH₂Cl₂ / 8 h / 20 °C

3.1: BH₃*Me₂S / tetrahydrofuran / 18 h / 0 - 20 °C

3.2: 62 percent / H₂O₂; aq. NaOH / tetrahydrofuran; methanol / 2.5 h / 0 - 20 °C

4.1: 97 percent / 1H-imidazole / dimethylformamide; diethyl ether / 4 h / 0 °C

5.1: 99 percent / N,N,N',N'-tetramethyl-1,8-naphthalenediamine; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; triethylsilane; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; 4 A molecular sieve; boron trifluoride diethyl etherate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja055384d

Reference yield:

: 869732-23-0
(E)-(2S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-5-methyl-hex-3-enoic acid methyl ester

: 869732-25-2
[(2R,3S,5R)-2-Benzyloxy-6-(3-benzyloxy-5-bromo-2-methoxy-phenyl)-3-methoxy-5-methyl-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*Me₂S / tetrahydrofuran / 18 h / 0 - 20 °C

1.2: 62 percent / H₂O₂; aq. NaOH / tetrahydrofuran; methanol / 2.5 h / 0 - 20 °C

2.1: 97 percent / 1H-imidazole / dimethylformamide; diethyl ether / 4 h / 0 °C

3.1: 99 percent / N,N,N',N'-tetramethyl-1,8-naphthalenediamine; 4 Angstroem molecular sieves / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dimethylsulfide borane complex; 4 A molecular sieve; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja055384d