N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester
CAS No.:201660-24-4
Molecular Formula:C₃₀H₃₀N₂O₇
Molecular Weight:530.577
Hs Code.:

Synonyms:N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

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Chemical Property of N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

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Technology Process of N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

There total 10 articles about N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl 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: 90.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 201660-23-3
O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester

: 201660-24-4
N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

Guidance literature:: O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-N-triphenylmetyl-L-serine methyl ester; With hydrogenchloride; In methanol; diethyl ether; at 0 - 5 ℃; for 1h;

benzyl chloroformate; With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 1h; pH=8;

Reference yield:

: 55-21-0,27208-38-4
benzamide

: 201660-24-4
N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 125 °C

1.2: 26 percent / 5N NaOH / 50 °C

2.1: 83 percent / BH₃*THF / tetrahydrofuran

3.1: 54 percent / PPh₃; DEAD / tetrahydrofuran

4.1: 95 percent / NaBH₄ / propan-2-ol; aq. NaOH / 3 h / 20 °C

5.1: 100 percent / PBr₃ / CH₂Cl₂ / 2 h / 20 °C

6.1: 61 percent / tetrabutylammonium bromide; 50 percent aq. NaOH / CH₂Cl₂ / 24 h / Heating

7.1: HCl / diethyl ether; methanol / 1 h / 0 - 5 °C

7.2: 90 percent / NaHCO₃ / H₂O; ethyl acetate / 1 h / 20 °C / pH 8

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; borane-THF; tetrabutylammomium bromide; phosphorus tribromide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; sodium hydroxide; diethyl ether; dichloromethane; isopropyl alcohol; 3.1: Mitsunobu reaction / 7.2: Schotten-Baumann acylation;

Reference yield:

: 173173-54-1
2-(2-phenyloxazol-4-yl)-ethanol

: 201660-24-4
N-benzyloxycarbonyl-O-[4-[2-(2-phenyl-4-oxazolyl)ethoxy]phenylmethyl]-L-serine methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 54 percent / PPh₃; DEAD / tetrahydrofuran

2.1: 95 percent / NaBH₄ / propan-2-ol; aq. NaOH / 3 h / 20 °C

3.1: 100 percent / PBr₃ / CH₂Cl₂ / 2 h / 20 °C

4.1: 61 percent / tetrabutylammonium bromide; 50 percent aq. NaOH / CH₂Cl₂ / 24 h / Heating

5.1: HCl / diethyl ether; methanol / 1 h / 0 - 5 °C

5.2: 90 percent / NaHCO₃ / H₂O; ethyl acetate / 1 h / 20 °C / pH 8

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; phosphorus tribromide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; sodium hydroxide; diethyl ether; dichloromethane; isopropyl alcohol; 1.1: Mitsunobu reaction / 5.2: Schotten-Baumann acylation;