N-benzyloxycarbonyl-4,4-difluoroglutamic acid

Base Information

• Chemical Name: N-benzyloxycarbonyl-4,4-difluoroglutamic acid
• CAS No.: 175548-85-3
• Molecular Formula: C₁₃H₁₃F₂NO₆
• Molecular Weight: 317.246
• Mol file: 175548-85-3.mol

Synonyms:N-benzyloxycarbonyl-4,4-difluoroglutamic acid

Chemical Property of N-benzyloxycarbonyl-4,4-difluoroglutamic acid

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-benzyloxycarbonyl-4,4-difluoroglutamic acid

There total 6 articles about N-benzyloxycarbonyl-4,4-difluoroglutamic acid 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: 85.0%

benzyl chloroformate (501-53-1,94274-21-2) + DL-4,4-difluoroglutamic acid (173282-21-8) → N-benzyloxycarbonyl-4,4-difluoroglutamic acid (175548-85-3)

Guidance literature:

With sodium hydrogencarbonate; In water; for 9h; Ambient temperature;

DOI:10.1021/jo952044+

Reference yield:

C7H11F2NO4*ClH + benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyl-4,4-difluoroglutamic acid (175548-85-3)

Guidance literature:

With sodium hydrogencarbonate; In water; at 0 - 23 ℃;

DOI:10.1021/jo2018679

Reference yield:

2-Amino-4-diethylcarbamoyl-4,4-difluoro-butyric acid ethyl ester → N-benzyloxycarbonyl-4,4-difluoroglutamic acid (175548-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / 100 °C

2: sodium hydrogencarbonate / water / 0 - 23 °C

With hydrogenchloride; water; sodium hydrogencarbonate; In water;

DOI:10.1021/jo2018679

upstream raw materials:

benzyl chloroformate

DL-4,4-difluoroglutamic acid

4-ethoxycarbonyl-N,N-diethyl-2,2-difluoro-4-nitrobutanamide

Downstream raw materials:

4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester

2-Benzyloxycarbonylamino-4,4-difluoro-5-hydroxy-pentanoic acid tert-butyl ester

2-Benzyloxycarbonylamino-4-carbamoyl-4,4-difluoro-butyric acid tert-butyl ester

2-Benzyloxycarbonylamino-4,4-difluoro-5-trifluoromethanesulfonyloxy-pentanoic acid tert-butyl ester