(S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine

Base Information

• Chemical Name: (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine
• CAS No.: 934548-18-2
• Molecular Formula: C₁₅H₂₁ClN₂O₃
• Molecular Weight: 312.796
• Mol file: 934548-18-2.mol

Synonyms:(S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine

Chemical Property of (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine

There total 8 articles about (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine 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: 54.0%

carbonochloridic acid, chloromethyl ester (22128-62-7) + N-(phenylalanyl)-N,N-diethylamine (40847-09-4) → (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine (934548-18-2)

Guidance literature:

In dichloromethane; at -10 - 20 ℃;

DOI:10.1002/ardp.200600145

Reference yield:

Boc-Phe-ONSu (3674-06-4) → (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine (934548-18-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 86 percent / CH₂Cl₂ / 48 h / 20 °C

2: 95 percent / CF₃COOH / CH₂Cl₂ / 0.5 h / 20 °C

3: 46 percent / CH₂Cl₂ / -10 - 20 °C

4: 23 percent / tetrabutylammonium bromide; Et₃N / tetrahydrofuran / 24 h / 20 °C

5: human plasma / aq. phosphate buffer / 37 °C / pH 7.4

6: 54 percent / CH₂Cl₂ / -10 - 20 °C

With tetrabutylammomium bromide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; phosphate buffer; dichloromethane;

DOI:10.1002/ardp.200600145

Reference yield:

(S)-N-[2(chloromethyloxycarbonylamino)-3-phenylpropanoyl]piperidine (934548-17-1) → (S)-N-[2-(chloromethyloxycarbonylamino)-3-phenylpropanoyl]-N,N-diethylamine (934548-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 23 percent / tetrabutylammonium bromide; Et₃N / tetrahydrofuran / 24 h / 20 °C

2: human plasma / aq. phosphate buffer / 37 °C / pH 7.4

3: 54 percent / CH₂Cl₂ / -10 - 20 °C

With tetrabutylammomium bromide; triethylamine; In tetrahydrofuran; phosphate buffer; dichloromethane;

DOI:10.1002/ardp.200600145

upstream raw materials:

carbonochloridic acid, chloromethyl ester

N-(phenylalanyl)-N,N-diethylamine

(S)-N-[2(chloromethyloxycarbonylamino)-3-phenylpropanoyl]piperidine

[2-(2,6-dichloro-phenylamino)-phenyl]-acetic acid 1-diethylcarbamoyl-2-phenyl-ethylcarbamoyloxymethyl ester

Downstream raw materials:

N-(phenylalanyl)-N,N-diethylamine