(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

Base Information

Chemical Name:(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide
CAS No.:500767-25-9
Molecular Formula:C₃₃H₃₈F₃N₃O₉S
Molecular Weight:709.741
Hs Code.:

(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

Synonyms:(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

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Chemical Property of (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

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Technology Process of (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

There total 8 articles about (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide 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: 78.0%

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

: 500767-18-0
(2S,5S,6S)-3-aza-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl-2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

: 500767-25-9
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

Guidance literature:: With sodium carbonate; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jm020951i

Reference yield:

: 587-33-7,775-06-4,2180-37-2,32140-49-1,29562-33-2
m-tyrosine

: 500767-25-9
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

Guidance literature:: Multi-step reaction with 7 steps

1: AcCl / 20 °C

2: NH₃ / methanol / 20 °C

3: 77 percent / aq. NaHCO₃ / tetrahydrofuran / 20 °C

4: 89 percent / K₂CO₃; Et₃N / CH₂Cl₂ / 0.5 h / Heating

5: TFA / CH₂Cl₂ / 0.25 h

6: 79 percent / propan-2-ol / Heating

7: 78 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

With ammonia; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; triethylamine; acetyl chloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm020951i

Reference yield:

: 167935-97-9
methyl (S)-2-amino-3-(3-hydroxyphenyl)propanoate

: 500767-25-9
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenyl2-[m-(trifluoromethanesulfonyloxy)benzyl]heptanoyl amide

Guidance literature:: Multi-step reaction with 6 steps

1: NH₃ / methanol / 20 °C

2: 77 percent / aq. NaHCO₃ / tetrahydrofuran / 20 °C

3: 89 percent / K₂CO₃; Et₃N / CH₂Cl₂ / 0.5 h / Heating

4: TFA / CH₂Cl₂ / 0.25 h

5: 79 percent / propan-2-ol / Heating

6: 78 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

With ammonia; sodium hydrogencarbonate; sodium carbonate; potassium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm020951i