(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

Base Information

Chemical Name:(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide
CAS No.:558467-56-4
Molecular Formula:C₃₇H₄₇BrN₄O₇
Molecular Weight:739.707
Hs Code.:

Synonyms:(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

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Chemical Property of (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

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Technology Process of (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

There total 7 articles about (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl 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:

: 13734-41-3
t-Boc-L-valine

: ((2S,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-[(S)-2-(4-bromo-phenyl)-1-carbamoyl-ethyl]-carbamic acid benzyl ester

: 558467-56-4
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/jm020951i

Reference yield:

: 24250-84-8
H-p-BrPhe-OH

: 558467-56-4
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

Guidance literature:: Multi-step reaction with 6 steps

1: AcCl / 20 °C

2: 1.96 g / NH₃ / methanol

3: 62 percent / propan-2-ol / Heating

4: 99 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

5: HCl / ethyl acetate / 20 °C

6: 0.554 g / TBTU; DIEA / dimethylformamide / 20 °C

With hydrogenchloride; ammonia; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; acetyl chloride; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm020951i

Reference yield:

: 99359-33-8
(S)-methyl 2-amino-3-(4-bromophenyl)propanoate

: 558467-56-4
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-2-(p-bromobenzyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-7-phenylheptanoyl amide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.96 g / NH₃ / methanol

2: 62 percent / propan-2-ol / Heating

3: 99 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

4: HCl / ethyl acetate / 20 °C

5: 0.554 g / TBTU; DIEA / dimethylformamide / 20 °C

With hydrogenchloride; ammonia; sodium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/jm020951i