benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

Base Information

Chemical Name:benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate
CAS No.:1373233-97-6
Molecular Formula:C₂₆H₃₄N₂O₆
Molecular Weight:470.566
Hs Code.:

Synonyms:benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

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Chemical Property of benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

Chemical Property:

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Technology Process of benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

There total 6 articles about benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate 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: 95.0%

: 1373233-96-5
benzyl (S)-2-[N-(benzyloxycarbonyl)amino]-5-[N-(tert-butoxy)amino]pentanoate

: 108-24-7
acetic anhydride

: 1373233-97-6
benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2012.02.033

Reference yield:

: 3967-18-8
(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-benzyl ester 5-tert-butyl ester

: 1373233-97-6
benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

2: triethylamine / tetrahydrofuran / 1 h / -10 °C

3: sodium tetrahydroborate / water / 5 h / 20 °C

4: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere

5: potassium carbonate; thiophenol / N,N-dimethyl-formamide / 5 h / 20 °C

6: pyridine; dmap / dichloromethane / 20 °C

With pyridine; dmap; sodium tetrahydroborate; potassium carbonate; thiophenol; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4: Mitsunobu reaction;
DOI:10.1016/j.bmc.2012.02.033

Reference yield:

: 3705-42-8
Cbz-(L)-Glu-OBn

: 1373233-97-6
benzyl (S)-5-[N-acetyl-N-(tert-butoxy)amino]-2-[N-(benzyloxycarbonyl)amino]pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 1 h / -10 °C

2: sodium tetrahydroborate / water / 5 h / 20 °C

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 2 h / 0 - 20 °C / Inert atmosphere

4: potassium carbonate; thiophenol / N,N-dimethyl-formamide / 5 h / 20 °C

5: pyridine; dmap / dichloromethane / 20 °C

With pyridine; dmap; sodium tetrahydroborate; potassium carbonate; thiophenol; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Mitsunobu reaction;
DOI:10.1016/j.bmc.2012.02.033