(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

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Chemical Name:(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester
CAS No.:183890-46-2
Molecular Formula:C₅₂H₈₀N₄O₁₃Si₂
Molecular Weight:1025.4
Hs Code.:

(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

Synonyms:(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

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Chemical Property of (S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

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Technology Process of (S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

There total 9 articles about (S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid 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: 72.0%

: 114340-53-3
2-tert-butyl-1,3-di-N-(hydroxyl) succinimidyl citrate

: (S)-2-Amino-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester; compound with trifluoro-acetic acid

: 183890-46-2
(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

Guidance literature:: With triethylamine; In 1,4-dioxane; for 20h; Ambient temperature;
DOI:10.1021/jo961458f

Reference yield:

: 97347-42-7
(+)-(S)-N₂,N₆-bis[(1,1-dimethylethoxy)carbonyl]-6-oxo-lysine methyl ester

: 183890-46-2
(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / TFA / CH₂Cl₂ / 0.75 h / Heating

2: 89 percent / DMAP / acetonitrile / 7.5 h / Ambient temperature

3: LiBEt₃ / tetrahydrofuran / 0.33 h / -78 °C

4: 73 percent / NaHCO₃ / acetonitrile; H₂O / 1 h / Heating

5: 1.) Py*BH₃, 10percent HCl, 2.) NaHCO₃ / 1.) EtOH, H₂O, 0 deg C, 15 min, 2.) AcOEt, H₂O, 0 deg C, 5 h

6: 100 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 72 percent / Et₃N / dioxane / 20 h / Ambient temperature

With hydrogenchloride; dmap; borane pyridine; lithium triethylborohydride; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo961458f

Reference yield:

: O-(2-trimethylsilylethyl)-hydroxylamine hydrochloride

: 183890-46-2
(S)-2-(3-tert-Butoxycarbonyl-3-hydroxy-4-{(S)-1-methoxycarbonyl-5-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-pentylcarbamoyl}-butyrylamino)-6-[[(E)-(3-phenyl-acryloyl)]-(2-trimethylsilanyl-ethoxy)-amino]-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / NaHCO₃ / acetonitrile; H₂O / 1.5 h / Heating

2: 1.) Py*BH₃, 10percent HCl, 2.) NaHCO₃ / 1.) EtOH, H₂O, 0 deg C, 15 min, 2.) AcOEt, H₂O, 0 deg C, 5 h

3: 100 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 72 percent / Et₃N / dioxane / 20 h / Ambient temperature

With hydrogenchloride; borane pyridine; sodium hydrogencarbonate; triethylamine; In 1,4-dioxane; dichloromethane; water; acetonitrile;
DOI:10.1021/jo961458f