2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate
CAS No.:208448-25-3
Molecular Formula:C₂₈H₃₃N₃O₅Si
Molecular Weight:519.673
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

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Chemical Property of 2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

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Technology Process of 2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

There total 1 articles about 2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate 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: 96.0%

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

: 191542-07-1
(2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoic acid

: 208448-25-3
2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 15h;
DOI:10.1021/jo980060b

Reference yield:

: 208448-25-3
2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

: (R)-Amino-(3,5-dihydroxy-4-methoxy-phenyl)-acetic acid 2-trimethylsilanyl-ethyl ester; hydrochloride

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; for 12h; under 760 Torr;
DOI:10.1021/jo980060b

Reference yield:

: 208448-25-3
2-(trimethylsilyl)ethyl (2R)-2-azido-2-[3,5-bis(benzyloxy)-4-methoxyphenyl]ethanoate

: 208448-27-5
2-(trimethylsilyl)ethyl (2R)-2-[(S)-1-{[(benzyloxy)carbonyl]amino}-1-(phenylmethyl)carboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanoate

Guidance literature:: Multi-step reaction with 2 steps

1: aq. HCl; H₂ / Pd-C / tetrahydrofuran; methanol / 12 h / 760 Torr

2: 150 mg / HOAt; EDCI; TMP / dimethylformamide; CH₂Cl₂ / 15 h / 0 - 20 °C

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