3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester

Base Information

• Chemical Name: 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester
• CAS No.: 182249-53-2
• Molecular Formula: C₂₃H₃₂O₄Si
• Molecular Weight: 400.59

Synonyms:3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester

Chemical Property of 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester

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Technology Process of 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester

There total 3 articles about 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester 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: 86.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3-(3-hydroxy-4-methoxyphenyl)propionic acid benzyl ester (182249-52-1) → 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester (182249-53-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 17h; Ambient temperature;

DOI:10.1021/jo960956l

Reference yield:

dihydroisoferulic acid (1135-15-5) → 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester (182249-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / DBU / benzene / 7 h / Heating

2: 86 percent / DMAP, Et₃N / CH₂Cl₂ / 17 h / Ambient temperature

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; benzene;

DOI:10.1021/jo960956l

Reference yield:

benzyl bromide (100-39-0) → 3-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid benzyl ester (182249-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / DBU / benzene / 7 h / Heating

2: 86 percent / DMAP, Et₃N / CH₂Cl₂ / 17 h / Ambient temperature

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; benzene;

DOI:10.1021/jo960956l

upstream raw materials:

tert-butyldimethylsilyl chloride

3-(3-hydroxy-4-methoxyphenyl)propionic acid benzyl ester

dihydroisoferulic acid

benzyl bromide

Downstream raw materials:

(S)-3-{(S)-2-Azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionyl}-4-benzyl-oxazolidin-2-one

(S)-2-Benzyloxycarbonylamino-3-(3-{4-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-propionic acid 2-iodo-ethyl ester

(S)-2-Benzyloxycarbonylamino-3-(3-{4-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-propionic acid 2-bromo-ethyl ester

(S)-2-Benzyloxycarbonylamino-3-(3-{4-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-2-methoxycarbonyl-ethyl]-phenoxy}-4-methoxy-phenyl)-propionic acid

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