[6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester

Base Information

• Chemical Name: [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester
• CAS No.: 263254-48-4
• Molecular Formula: C₂₈H₃₀N₆O₅
• Molecular Weight: 530.583
• Mol file: 263254-48-4.mol

Synonyms:[6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester

Chemical Property of [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester

There total 4 articles about [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic 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: 40.0%

bromoacetic acid tert-butyl ester (5292-43-3) + N2-(isobutyryl-O6-diphenylcarbamoyl)guanine (185610-53-1) → [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester (263254-48-4)

Guidance literature:

N²-(isobutyryl-O⁶-diphenylcarbamoyl)guanine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

bromoacetic acid tert-butyl ester; In N,N-dimethyl-formamide; at -20 ℃; for 2h; Further stages.;

DOI:10.1039/a907832k

Reference yield: 36.0%

tert-butyl glycolate (50595-15-8) + N2-(isobutyryl-O6-diphenylcarbamoyl)guanine (185610-53-1) → [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester (263254-48-4)

Guidance literature:

With tributylphosphine; di-isopropyl azodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1.5h;

DOI:10.1039/a907832k

Reference yield:

2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) → [6-Diphenylcarbamoyloxy-2-(isobutyrylamino)purin-9-yl]acetic acid tert-butyl ester (263254-48-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / dimethylformamide / 150 °C

2.1: Ac₂O / dimethylformamide / 100 °C

2.2: DIEA; pyridine

3.1: 36 percent / DIAD; PBu₃ / tetrahydrofuran / 1.5 h / 0 °C

With tributylphosphine; di-isopropyl azodicarboxylate; acetic anhydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Acetylation / 2.2: Acylation / 3.1: Mitsunobu reaction;

DOI:10.1039/a907832k

upstream raw materials:

tert-butyl glycolate

N²-(isobutyryl-O⁶-diphenylcarbamoyl)guanine

bromoacetic acid tert-butyl ester

2-amino-1,9-dihydro-6H-purin-6-one

Downstream raw materials:

(2-Isobutyrylamino-6-oxo-1,6-dihydropurin-9-yl)acetic acid tert-butyl ester