2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate
CAS No.:208448-32-2
Molecular Formula:C₂₁H₂₇NO₄Si
Molecular Weight:385.535
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

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Chemical Property of 2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

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Technology Process of 2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

There total 1 articles about 2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate 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: 85.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 17609-52-8
Z-D-phenylglycine

: 208448-32-2
2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1021/jo980060b

Reference yield: 96.0%

: 208448-32-2
2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

: [(R)-1-phenyl-1-[2-[[(trimethylsilyl)ethyl]oxy]carbonyl]methyl]ammonium chloride

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; for 18h; under 760 Torr;
DOI:10.1021/jo980060b

Reference yield:

: 208448-32-2
2-(trimethylsilyl)ethyl (2R)-2-[(benzyloxycarbonyl)amino]-2-phenylethanoate

: 208448-37-7
(2R)-2-{(R)-1-[(S)-1-[(tert-butoxycarbonyl)amino]-1-(phenylmethyl)carboxamido]-1-[[3,5-bis(benzyloxy)-4-methoxyphenyl]methyl]carboxamido}-2-phenylethanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / aq. HCl; H₂ / Pd-C / tetrahydrofuran; methanol / 18 h / 760 Torr

2: 90 percent / HOAt; TMP; DCC / CH₂Cl₂ / 15 h / 0 - 20 °C

3: 98 percent / SnCl₂ / tetrahydrofuran; methanol / 5.25 h / 0 - 20 °C

4: 91 percent / HOAt; EDCI / dimethylformamide; CH₂Cl₂ / 15 h / 0 - 20 °C

5: 93 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; tetrabutyl ammonium fluoride; hydrogen; thymidine 5'-phosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; tin(ll) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: Acylation / 3: Reduction / 4: Acylation / 5: deprotection;
DOI:10.1021/jo980060b