methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate

Base Information

• Chemical Name: methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate
• CAS No.: 326606-28-4
• Molecular Formula: C₂₈H₃₄O₅Si
• Molecular Weight: 478.66
• Mol file: 326606-28-4.mol

Synonyms:methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate

Chemical Property of methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate

There total 2 articles about methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate 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: 76.0%

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) + (-)-methyl-(2R)-3-(tert-butyldiphenylsilyloxy)-2-hyrdoxypropanoate (142564-20-3) → methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate (326606-28-4)

Guidance literature:

With boron trifluoride-tetrahydrofuran complex; In dichloromethane; cyclohexane; at 0 - 20 ℃;

DOI:10.1021/ol051396s

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate (326606-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / imidazole / CH₂Cl₂ / 1 h / -42 °C

2: 76 percent / BF₃*THF / cyclohexane; CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; boron trifluoride-tetrahydrofuran complex; In dichloromethane; cyclohexane;

DOI:10.1021/ol051396s

Reference yield: 93.0%

methyl 3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propionate (326606-28-4) + dimethyl methane phosphonate (756-79-6) → [4-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-oxo-butyl]-phosphonic acid dimethyl ester (326606-19-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ol0068997

upstream raw materials:

O-(4-methoxybenzyl)-trichloroacetimidate

(-)-methyl-(2R)-3-(tert-butyldiphenylsilyloxy)-2-hyrdoxypropanoate

tert-butylchlorodiphenylsilane

Downstream raw materials:

[4-(tert-butyl-diphenyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-oxo-butyl]-phosphonic acid dimethyl ester

(2R)-3-[(tert-butyldiphenylsilyl)oxy]-2-(4-methoxybenzyloxy)propanal