5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester

Base Information

• Chemical Name: 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester
• CAS No.: 627045-47-0
• Molecular Formula: C₂₄H₂₅N₃O₅
• Molecular Weight: 435.48

Synonyms:5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester

Chemical Property of 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester

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Technology Process of 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester

There total 6 articles about 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid 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: 49.0%

5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid (148747-59-5) + tert-butyl alcohol (75-65-0) → 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester (627045-47-0)

Guidance literature:

5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid; With oxalyl dichloride; In chloroform; at 0 - 20 ℃; for 2.08333h;

tert-butyl alcohol; In chloroform; at 20 ℃; for 13h; Heating / reflux;

Reference yield: 31.0%

C13H18N2O2 (777047-83-3) + methyl N-Cbz-methoxymethylene glycinate → 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester (627045-47-0)

Guidance literature:

In toluene; at 80 ℃; for 17h;

DOI:10.3987/COM-12-12432

Reference yield:

C12H13NO5 (865234-58-8) → 5-(benzyloxycarbonylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid tert-butyl ester (627045-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol

2: acetonitrile / 17 h / 40 °C

3: toluene / 17 h / 80 °C

With sodium methylate; In methanol; toluene; acetonitrile;

DOI:10.3987/COM-12-12432

upstream raw materials:

5-benzyloxycarbonylamino-6-oxo-2-phenyl-1,6-dihydropyrimidin-1-ylmethylcarboxylic acid

tert-butyl alcohol

N-(tert-butoxycarbonylmethyl)benzamidine hydrochloride

C₁₃H₁₈N₂O₂

Downstream raw materials:

[5-amino-2-phenyl-6-oxo-1,6-dihydro-1-pyrimidinyl]acetic acid t-butyl ester

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