(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

Base Information

Chemical Name:(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde
CAS No.:172170-18-2
Molecular Formula:C₃₂H₄₄O₃Si₂
Molecular Weight:532.871
Hs Code.:

Synonyms:(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

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Chemical Property of (2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

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Technology Process of (2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

There total 13 articles about (2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde 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:

: 172170-17-1
(2S,3S)-3-(4-tert-butyldimethylsilyloxyphenyl)-3-tert-butyldiphenylsilyloxy-2-methylpropanol

: 172170-18-2
(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/0957-4166(95)00282-T

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 172170-18-2
(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 36 percent / Zn dust / benzene / 1.5 h / Heating

2: 76 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: Amano P lipase / various solvent(s) / 7 h / 33 °C / Enzymatic reaction

4: 97 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 44 h / 20 °C

5: 99 percent / HAl(i-Bu)2 / toluene / 1 h / -78 °C

6: oxalyl chloride; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1.67 h / -78 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; Amano P lipase; diisobutylaluminium hydride; triethylamine; zinc; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; benzene; 1: Addition / 2: Reduction / 3: Acetylation / 4: Substitution / 5: reductive deacetylation / 6: Oxidation;
DOI:10.1016/S0040-4020(98)00647-4

Reference yield:

: 172170-12-6
(+/-)-methyl 3-(4-tert-butyldimethylsilyloxyphenyl)-2-methyl-3-oxopropanoate

: 172170-18-2
(2R,3S)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 6.2 percent / Zn(BH₄)2-Et₂O / diethyl ether / 4 h / -20 °C

2: 76 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: Amano P lipase / various solvent(s) / 7 h / 33 °C / Enzymatic reaction

4: 97 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 44 h / 20 °C

5: 99 percent / HAl(i-Bu)2 / toluene / 1 h / -78 °C

6: oxalyl chloride; Et₃N / CH₂Cl₂; dimethylsulfoxide / 1.67 h / -78 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; Zn(BH₄)2*Et₂O; Amano P lipase; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; 1: Reduction / 2: Reduction / 3: Acetylation / 4: Substitution / 5: reductive deacetylation / 6: Oxidation;
DOI:10.1016/S0040-4020(98)00647-4