{(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene

Base Information

• Chemical Name: {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene
• CAS No.: 444987-66-0
• Molecular Formula: C₂₅H₄₈O₃Si₂
• Molecular Weight: 452.825
• Mol file: 444987-66-0.mol

Synonyms:{(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene

Chemical Property of {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene

There total 6 articles about {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene 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: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S,3R)-3-benzyloxy-hexane-1,2-diol (444987-73-9) → {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene (444987-66-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00359-3

Reference yield:

[(4S,5R)-2,2-Dimethyl-5-((E)-propenyl)-[1,3]dioxolan-4-yl]-methanol → {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene (444987-66-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / H₂ / Pd/C / ethanol

2: 100 percent / aq. HCl / methanol

3: 79 percent / CSA / 20 °C

4: 82 percent / NaH; Et₄NI / tetrahydrofuran

5: 100 percent / aq. HCl / methanol

6: 95 percent / imidazole / dimethylformamide

With 1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; tetraethylammonium iodide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00359-3

Reference yield:

(2S,3R)-hexane-1,2,3-triol (95839-99-9) → {(R)-1-[(S)-1,2-Bis-(tert-butyl-dimethyl-silanyloxy)-ethyl]-butoxymethyl}-benzene (444987-66-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / CSA / 20 °C

2: 82 percent / NaH; Et₄NI / tetrahydrofuran

3: 100 percent / aq. HCl / methanol

4: 95 percent / imidazole / dimethylformamide

With 1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; tetraethylammonium iodide; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00359-3

upstream raw materials:

tert-butyldimethylsilyl chloride

(2S,3R)-3-benzyloxy-hexane-1,2-diol

(2S,3R)-hexane-1,2,3-triol

((4S,5R)-2,2-Dimethyl-5-propyl-[1,3]dioxolan-4-yl)-methanol

Downstream raw materials:

(2S,3R)-3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-hexan-1-ol

(2R,3R)-3-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-hexanal

(E)-(7S,8S,9R)-9-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-dodec-5-enoic acid methyl ester

(E)-(7S,8R,9R)-9-Benzyloxy-7,8-bis-(tert-butyl-dimethyl-silanyloxy)-dodec-5-enoic acid methyl ester