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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (2R)-2-[(S)-1-{[(benzyloxy)carbonyl]amino}-1-(phenylmethyl)carboxamido]-2-(3,5-dihydroxy-4-methoxyphenyl)ethanoate
CAS No.:208448-27-5
Molecular Formula:C₃₀H₃₆N₂O₈Si
Molecular Weight:580.71
Hs Code.:

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

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

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

There total 4 articles about 2-(trimethylsilyl)ethyl (2R)-2-[(S)-1-{[(benzyloxy)carbonyl]amino}-1-(phenylmethyl)carboxamido]-2-(3,5-dihydroxy-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:

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

: 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 3 steps

1: 96 percent / HOAt; DCC / CH₂Cl₂ / 15 h / 0 - 20 °C

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

3: 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; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Hydrogenolysis / 3: Acylation;
DOI:10.1021/jo980060b

Reference yield:

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

: 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 3 steps

1: 96 percent / HOAt; DCC / CH₂Cl₂ / 15 h / 0 - 20 °C

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

3: 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; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Hydrogenolysis / 3: Acylation;
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