methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

Base Information

Chemical Name:methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate
CAS No.:938071-32-0
Molecular Formula:C₂₇H₃₆N₂O₇Si
Molecular Weight:528.678
Hs Code.:

Synonyms:methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

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Chemical Property of methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

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Technology Process of methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

There total 8 articles about methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate 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: 73.0%

: 938071-28-4
2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazole-4-carbaldehyde

: 938071-29-5
methyl 2-(iodomethyl)-5-methyloxazole-4-carboxylate

: 938071-32-0
methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

Guidance literature:: With chloro-trimethyl-silane; boron trifluoride diethyl etherate; ethylene dibromide; zinc; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;
DOI:10.1039/b810855b

Reference yield:

: 3-hydroxy-4-methoxycinnamamide

: 938071-32-0
methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / imidazole / dimethylformamide

2: 90 percent / dirhodium tetraacetate / CH₂Cl₂ / 4 h / Heating

3: 81 percent / triethylamine; triphenylphosphine; iodine / CH₂Cl₂ / 20 °C

4: 93 percent / DIBAL / CH₂Cl₂

5: 92 percent / Dess-Martin periodinane / CH₂Cl₂

6: 53 percent / zinc; 1,2-dibromoethane; trimethylsilyl chloride / boron-trifluoride-etherate / tetrahydrofuran / 3 h

With 1H-imidazole; chloro-trimethyl-silane; iodine; diisobutylaluminium hydride; Dess-Martin periodane; ethylene dibromide; triethylamine; triphenylphosphine; zinc; dirhodium tetraacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b618160k

Reference yield:

: 938071-27-3
methyl 2-(3-tert-butyldimethylsilyloxy-4-methoxystyryl)-5-methyloxazole-4-carboxylate

: 938071-32-0
methyl 2-[2-(2-(3-tert-butyldimethylsiloxy-4-methoxystyryl)-5-methyloxazol-4-yl)]-(2-hydroxyethyl)-5-methyloxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / DIBAL / CH₂Cl₂

2: 92 percent / Dess-Martin periodinane / CH₂Cl₂

3: 53 percent / zinc; 1,2-dibromoethane; trimethylsilyl chloride / boron-trifluoride-etherate / tetrahydrofuran / 3 h

With chloro-trimethyl-silane; diisobutylaluminium hydride; Dess-Martin periodane; ethylene dibromide; zinc; boron-trifluoride-etherate; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b618160k