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

Base Information

Chemical Name:(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-2-methyl-7-phenylheptanoyl amide
CAS No.:500767-26-0
Molecular Formula:C₃₁H₄₄N₄O₇
Molecular Weight:584.713
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

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

There total 4 articles about (2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-2-methyl-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)-1-carbamoyl-ethyl)-carbamic acid benzyl ester

: 500767-26-0
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-2-methyl-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 ℃; for 2h;
DOI:10.1021/jm020951i

Reference yield:

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

: 500767-26-0
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-2-methyl-7-phenylheptanoyl amide

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / propan-2-ol / Heating

2: 98 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

3: HCl / ethyl acetate / 0.25 h / 20 °C

4: 80 mg / TBTU; DIEA / dimethylformamide / 2 h / 20 °C

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

Reference yield:

: 500767-12-4
(2S,5S,6S)-3-aza-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-2-methyl-7-phenylheptanoyl amide

: 500767-26-0
(2S,5S,6S)-3-aza-3-(benzyloxycarbonyl)-6-[[(tert-butyloxycarbonyl)-L-valinyl]amino]-5-hydroxy-2-methyl-7-phenylheptanoyl amide

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / aq. Na₂CO₃ / tetrahydrofuran / 0.5 h / 20 °C

2: HCl / ethyl acetate / 0.25 h / 20 °C

3: 80 mg / TBTU; DIEA / dimethylformamide / 2 h / 20 °C

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