tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate

Base Information

• Chemical Name: tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate
• CAS No.: 917081-91-5
• Molecular Formula: C₂₁H₂₄IN₅O₄
• Molecular Weight: 537.357
• Mol file: 917081-91-5.mol

Synonyms:tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate

Chemical Property of tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate

There total 5 articles about tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate 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: 77.0%

4-iodophenylboronic acid (5122-99-6) + N6,N6-bis(tert-butoxycarbonyl)adenine (309947-86-2) → tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate (917081-91-5)

Guidance literature:

With air; triethylamine; copper diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 114h;

DOI:10.1021/jo061694i

Reference yield:

para-diiodobenzene (624-38-4,1032416-46-8) → tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate (917081-91-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 2 h / -78 - 20 °C

2.1: triethylamine; copper diacetate / N,N-dimethyl-formamide / 84 h / 20 °C / Molecular sieve

With n-butyllithium; copper diacetate; triethylamine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1055/a-1695-0820

Reference yield:

7H-purin-6-ylamine (73-24-5,71660-29-2,71660-30-5) → tert-butyl (tert-butoxycarbonyl)[9-(4-iodophenyl)-9H-purin-6-yl]carbamate (917081-91-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: sodium hydrogencarbonate / methanol / 2 h / 50 °C

3: triethylamine; copper diacetate / N,N-dimethyl-formamide / 84 h / 20 °C / Molecular sieve

With dmap; copper diacetate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1055/a-1695-0820

upstream raw materials:

4-iodophenylboronic acid

N⁶,N⁶-bis(tert-butoxycarbonyl)adenine

di-tert-butyl dicarbonate

para-diiodobenzene

Downstream raw materials:

C₄₈H₆₅N₅O₈Si

N₉-(4-ethynylphenyl)adenine

di-tert-butyl-9-(4-((trimethylsilyl)ethynyl)phenyl)-9H-purin-6-yliminodicarbonate