(S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile

Base Information

• Chemical Name: (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile
• CAS No.: 944913-87-5
• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.407
• Mol file: 944913-87-5.mol

Synonyms:(S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile

Chemical Property of (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile

There total 7 articles about (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile 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:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile (944913-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / H₂O

2: ethyl chloroformate; aq. ammonia; triethylamine / tetrahydrofuran / 0.5 h / 0 °C

3: 5.22 g / phosphorus oxychloride; pyridine / 0 - 20 °C

4: 84 percent / sodium hydride / dimethylformamide / 0.17 h / 20 °C

With pyridine; ammonium hydroxide; chloroformic acid ethyl ester; sodium hydride; sodium hydrogencarbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ol0708020

Reference yield:

(S)-N-benzyloxycarbonylvalinamide (13139-28-1) → (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile (944913-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.22 g / phosphorus oxychloride; pyridine / 0 - 20 °C

2: 84 percent / sodium hydride / dimethylformamide / 0.17 h / 20 °C

With pyridine; sodium hydride; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1021/ol0708020

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → (S)-2-(N-benzyl-N-benzyloxycarbonylamino)-isopentanonitrile (944913-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1: ethyl chloroformate; aq. ammonia; triethylamine / tetrahydrofuran / 0.5 h / 0 °C

2: 5.22 g / phosphorus oxychloride; pyridine / 0 - 20 °C

3: 84 percent / sodium hydride / dimethylformamide / 0.17 h / 20 °C

With pyridine; ammonium hydroxide; chloroformic acid ethyl ester; sodium hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol0708020

upstream raw materials:

L-valine

(S)-N-benzyloxycarbonylvalinamide

(S)-N-(benzyloxycarbonyl)valine

benzyl chloroformate

Downstream raw materials:

(S)-1-benzyl-4-[(Z)-tert-butyloxycarbonylmethylidene]-5-(1-methylethyl)-imidazolidin-2-one

benzyl (2S,3R)-2-isopropyl-5-oxopyrrolidin-3-ylcarbamate

(2S,3R)-tert-butyl 3-(benzyloxycarbonylamino)-2-isopropyl-5-oxopyrrolidine-1-carboxylate

(3R,4S) 3-(benzyloxycarbonylamino)-4-(tertbutoxycarbonylamino)-5-methylhexanoic acid