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

Base Information

• Chemical Name: 4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester
• CAS No.: 175548-84-2
• Molecular Formula: C₂₁H₂₉F₂NO₆
• Molecular Weight: 429.461

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

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

Chemical Property:

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

There total 3 articles about 4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester 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: 89.0%

N-benzyloxycarbonyl-4,4-difluoroglutamic acid (175548-85-3) + isobutene (115-11-7,15220-85-6) → 4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester (175548-84-2)

Guidance literature:

With sulfuric acid; In dichloromethane; for 120h; Ambient temperature;

DOI:10.1021/jo952044+

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → 4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester (175548-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaHCO₃ / H₂O / 9 h / Ambient temperature

2: 89 percent / sulfuric acid / CH₂Cl₂ / 120 h / Ambient temperature

With sulfuric acid; sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jo952044+

Reference yield:

DL-4,4-difluoroglutamic acid (173282-21-8) → 4-Benzyloxycarbonylamino-2,2-difluoro-pentanedioic acid di-tert-butyl ester (175548-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaHCO₃ / H₂O / 9 h / Ambient temperature

2: 89 percent / sulfuric acid / CH₂Cl₂ / 120 h / Ambient temperature

With sulfuric acid; sodium hydrogencarbonate; In dichloromethane; water;

DOI:10.1021/jo952044+

upstream raw materials:

N-benzyloxycarbonyl-4,4-difluoroglutamic acid

isobutene

benzyl chloroformate

DL-4,4-difluoroglutamic acid

Downstream raw materials:

5-Azido-2-benzyloxycarbonylamino-4,4-difluoro-pentanoic acid tert-butyl ester

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

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

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

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