<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

Base Information

Chemical Name:<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester
CAS No.:126167-00-8
Molecular Formula:C₃₅H₃₆N₆O₁₅
Molecular Weight:780.702
Hs Code.:

Synonyms:<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

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Chemical Property of <(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

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Technology Process of <(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

There total 9 articles about <(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl 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:

: (R)-3-Methyl-2-{(R)-2-[(S)-3-(4-nitro-benzyloxycarbonyl)-3-(4-nitro-benzyloxycarbonylamino)-propoxycarbonylamino]-3-phenylmethanesulfinyl-propionylamino}-butyric acid 4-nitro-benzyl ester

: 126167-00-8
<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

Guidance literature:: In xylene; at 150 ℃; for 4h; Yield given;
DOI:10.1016/S0040-4020(01)80113-7

Reference yield:

: 95307-20-3
(2R)-valine-p-nitrobenzyl ester

: 126167-00-8
<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / EEDQ / CH₂Cl₂ / 24 h / Ambient temperature

2: 87 percent / 48percent HBr / acetic acid; CH₂Cl₂ / 1 h / 10 °C

3: 70 percent / dimethylaminopyridine / acetonitrile / 48 h / 40 - 45 °C

4: mCPBA / CH₂Cl₂ / 0.75 h / Ambient temperature

5: xylene / 4 h / 150 °C

With dmap; hydrogen bromide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetic acid; acetonitrile; xylene;
DOI:10.1016/S0040-4020(01)80113-7

Reference yield:

: 126166-96-9
N-(4-nitrobenzyloxycarbonyl)-L-homoserine lactone

: 126167-00-8
<(5S)-5-p-nitrobenzyloxycarbonylamino-5-p-nitrobenzyloxycarbonyl>-2-oxapentanoyl didehydroalaninyl-(2R)-valine p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaOH / methanol

2: NaI / dimethylformamide / 65 deg C, 10 min, then RT, 1.5 h

3: 63 percent / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 70 percent / dimethylaminopyridine / acetonitrile / 48 h / 40 - 45 °C

5: mCPBA / CH₂Cl₂ / 0.75 h / Ambient temperature

6: xylene / 4 h / 150 °C

With dmap; sodium hydroxide; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; xylene;
DOI:10.1016/S0040-4020(01)80113-7