(R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol

Base Information

• Chemical Name: (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol
• CAS No.: 119138-80-6
• Molecular Formula: C₂₅H₃₆O₄Si
• Molecular Weight: 428.644
• Mol file: 119138-80-6.mol

Synonyms:(R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol

Chemical Property of (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol

There total 4 articles about (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol 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: 89.0%

(R)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-butane-1,3-diol + tert-butylchlorodiphenylsilane (58479-61-1) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol (119138-80-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)86063-3

Reference yield:

[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-oxiranyl]-methanol (119138-79-3) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol (119138-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Red-Al / tetrahydrofuran / -40 deg C to RT

2: 89 percent / DMAP, NEt₃ / CH₂Cl₂ / Ambient temperature

With dmap; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)86063-3

Reference yield:

(E)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-2-enoic acid methyl ester (119138-78-2) → (R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butan-2-ol (119138-80-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / DIBAL / CH₂Cl₂ / -78 °C

2: 92 percent / (+)-DET, Ti(OⁱPr)4, TBHP / CH₂Cl₂ / -20 °C

3: 98 percent / Red-Al / tetrahydrofuran / -40 deg C to RT

4: 89 percent / DMAP, NEt₃ / CH₂Cl₂ / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)86063-3

upstream raw materials:

tert-butylchlorodiphenylsilane

[(2S,3S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-oxiranyl]-methanol

(2E)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]but-2-en-1-ol

(E)-4-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-2-enoic acid methyl ester

Downstream raw materials:

[N'-((3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoyl)-N-methyl-hydrazino]-acetic acid benzyl ester

(2R,4S)-1,4-Diazido-6-(tert-butyl-diphenyl-silanyloxy)-hexan-2-ol

[(S)-3-Azido-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butoxy]-tert-butyl-diphenyl-silane

(3R,5R)-3,6-Diazido-5-benzyloxymethoxy-hexanoic acid