2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic acid

Base Information

• Chemical Name: 2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic acid
• CAS No.: 1354832-42-0
• Molecular Formula: C27H40N6O10
• Molecular Weight: 608.6407
• Mol file: 1354832-42-0.mol

Synonyms:2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic acid;2-(2,6-diaMino-9H-purin-9-yl)acetic acid (with 4 boc-protecting groups)

Chemical Property of 2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic acid

Chemical Property:

• Boiling Point: 685.6±65.0 °C(Predicted)
• PKA: 3.47±0.10(Predicted)
• PSA: 192.58000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 5.26410
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-(2,6-Bis(bis(tert-butoxycarbonyl)amino)-9H-purin-9-yl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic acid

There total 6 articles about 2-(2,6-bis(bis(tert-butoxycarbonyl)aMino)-9H-purin-9-yl)acetic 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: 100.0%

C29H44N6O10 → N2,N2,N6,N6-tetra(Boc)-2,6-diaminopurin-9-ylacetic acid (1354832-42-0)

Guidance literature:

With methanol; sodium hydroxide; In 1,4-dioxane; water; for 0.166667h; Cooling with ice;

DOI:10.1002/asia.201901728

Reference yield: 99.0%

benzyl N2,N2,N6,N6-tetra(Boc)-2,6-diaminopurin-9-ylacetate (1354832-41-9) → N2,N2,N6,N6-tetra(Boc)-2,6-diaminopurin-9-ylacetic acid (1354832-42-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1039/c1ob06582c

Reference yield:

9,N2,N2,N6,N6-penta(Boc)-2,6-diaminopurine (1354832-39-5) → N2,N2,N6,N6-tetra(Boc)-2,6-diaminopurin-9-ylacetic acid (1354832-42-0)

Guidance literature:

Multi-step reaction with 3 steps

1: water; sodium hydrogencarbonate / methanol / 19 h / 20 - 50 °C

2: potassium carbonate / N,N-dimethyl-formamide / 18.25 h / 0 - 20 °C

3: palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C

With palladium on activated charcoal; water; hydrogen; sodium hydrogencarbonate; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/c1ob06582c

upstream raw materials:

9,N₂,N₂,N₆,N₆-penta(Boc)-2,6-diaminopurine

N₂,N₂,N₆,N₆-tetra(Boc)-2,6-diamino-9H-purine

benzyl N₂,N₂,N₆,N₆-tetra(Boc)-2,6-diaminopurin-9-ylacetate

di-tert-butyl dicarbonate