(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

Base Information

Chemical Name:(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate
CAS No.:395098-96-1
Molecular Formula:C₃₄H₅₂O₆Si₂
Molecular Weight:612.954
Hs Code.:

Synonyms:(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

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Technology Process of (+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

There total 5 articles about (+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate 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: 33.0%

: 141222-28-8
(E)-3-(4'-((tert-butyldimethylsilyl)oxy)phenyl)acrylic acid

: 395098-95-0
(+/-)-tert-butyl 3-(4-tert-butyldimethylsilyloxyphenyl)lactate

: 395098-96-1
(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

Guidance literature:: With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 40h;
DOI:10.1248/cpb.49.1644

Reference yield:

: 7400-08-0,50940-26-6
p-Coumaric Acid

: 395098-96-1
(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 33 percent / HBT; EDCI; DMAP / CH₂Cl₂ / 40 h / 20 °C

With 1H-imidazole; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.1644

Reference yield:

: 6482-98-0,23508-35-2,89919-57-3,306-23-0
2-hydroxy-3-(4-hydroxyphenyl)propanoic acid

: 395098-96-1
(+/-)-tert-butyl 2-O-(4-tert-butyldimethylsilylcoumaroyl)-3-(4-tert-butyldimethylsilyloxyphenyl)lactate

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / tetrahydrofuran; 2-methyl-propan-2-ol / 14 h / 20 °C

2: 72 percent / DMAP; Et₃N / tetrahydrofuran / 14 h / 20 °C

3: 33 percent / HBT; EDCI; DMAP / CH₂Cl₂ / 40 h / 20 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1248/cpb.49.1644