Silane, (1,1-dimethylethyl)dimethyl[[(1S)-1-[(1R)-1-methyl-2-(phenylmethoxy)eth yl]-3-butenyl]oxy]-

Base Information

• Chemical Name: Silane, (1,1-dimethylethyl)dimethyl[[(1S)-1-[(1R)-1-methyl-2-(phenylmethoxy)eth yl]-3-butenyl]oxy]-
• CAS No.: 135708-75-7
• Molecular Formula: C20H34O2Si
• Molecular Weight: 334.574
• Mol file: 135708-75-7.mol

Synonyms:

Chemical Property of Silane, (1,1-dimethylethyl)dimethyl[[(1S)-1-[(1R)-1-methyl-2-(phenylmethoxy)eth yl]-3-butenyl]oxy]-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Silane, (1,1-dimethylethyl)dimethyl[[(1S)-1-[(1R)-1-methyl-2-(phenylmethoxy)eth yl]-3-butenyl]oxy]-

There total 7 articles about Silane, (1,1-dimethylethyl)dimethyl[[(1S)-1-[(1R)-1-methyl-2-(phenylmethoxy)eth yl]-3-butenyl]oxy]- 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: 98.0%

(5R)-6-benzyloxy-5-methyl-4-hydroxyhex-1-ene (89046-67-3,91796-47-3,91796-48-4,91798-02-6,91798-03-7,94233-73-5,94233-74-6,106357-32-8) + tert-butyldimethylsilyl chloride (18162-48-6) → [1-((R)-2-Benzyloxy-1-methyl-ethyl)-but-3-enyloxy]-tert-butyl-dimethyl-silane (135708-75-7,135708-76-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

DOI:10.1021/jo00020a026

Reference yield: 91.0%

6-(benzyloxy)-5-methyl-1-hexen-4-ol (294675-17-5) + tert-butyldimethylsilyl chloride (18162-48-6) → {[(2R,3S)-1-(benzyloxy)-2-methylhex-5-en-3-yl]oxy}(tert-butyl)-dimethylsilane (135708-75-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b00118

Reference yield:

(S)-3-benzyloxy-2-methylpropan-1-ol (63930-46-1) → {[(2R,3S)-1-(benzyloxy)-2-methylhex-5-en-3-yl]oxy}(tert-butyl)-dimethylsilane (135708-75-7)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride; DMSO / CH₂Cl₂ / -78 °C

2: 12.4 g / SnCl₄ / CH₂Cl₂ / 0.13 h / -78 °C

3: triethylamine / CH₂Cl₂ / 1 h

With oxalyl dichloride; tin(IV) chloride; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation;

DOI:10.1021/jo034521r

upstream raw materials:

(5R)-6-benzyloxy-5-methyl-4-hydroxyhex-1-ene

tert-butyldimethylsilyl chloride

(R)-3-benzyloxy-2-methylpropanal

methyl (2R)-3-(benzyloxy)-2-methylpropanoate

Downstream raw materials:

(R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentanal

(3S,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-pentan-1-ol

C₂₃H₂₆O₅

Benzoic acid (1S,2R,3R)-3-hydroxy-2,4-dimethyl-1-[2-(2-trimethylsilanyl-ethoxymethoxy)-ethyl]-pent-4-enyl ester