ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate

Base Information

• Chemical Name: ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate
• CAS No.: 1323371-10-3
• Molecular Formula: C₁₆H₂₀N₂O₄
• Molecular Weight: 304.346
• Mol file: 1323371-10-3.mol

Synonyms:ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate

Chemical Property of ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate

There total 1 articles about ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate 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: 96.0%

(S)-2-(benzyloxycarbonylamino)-4-cyanobutanoate (864296-75-3) + methyl iodide (74-88-4) → ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate (1323371-10-3)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 5 - 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201100404

Reference yield:

ethanol (64-17-5) + ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate (1323371-10-3) → C18H26N2O5*ClH

Guidance literature:

With hydrogenchloride; In ester; at -10 - -5 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1002/ejoc.201100404

Reference yield:

ethyl (S)-2-[(benzyloxycarbonyl)(methyl)amino]-4-cyanobutanoate (1323371-10-3) → 5-benzyloxycarbonylimino-1-methyl-L-proline amide (1323371-16-9)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / ester / -10 - -5 °C / Inert atmosphere; Cooling with ice

2: ammonia / ethanol; water / 22 h / 20 °C / pH 8 - 9 / Inert atmosphere

3: sodium hydroxide / water / 0 °C / pH 12 - 13 / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide

5: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 12 h / 55 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; ammonia; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ester; ethanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201100404

upstream raw materials:

(S)-2-(benzyloxycarbonylamino)-4-cyanobutanoate

methyl iodide

Downstream raw materials:

C₂₃H₂₄N₄O₆

5-benzyloxycarbonylimino-1-methyl-L-proline amide

(S)-6-amino-3-[(benzyloxycarbonyl)(methyl)amino]-2,3,4,5-tetrahydropyridin-2-one