3-(4-Amino-1H-pyrrolo(2,3-d)pyrimidin-1-yl)-5-(hydroxymethyl)-1,2-cycl opentanediol

Base Information

• Chemical Name: 3-(4-Amino-1H-pyrrolo(2,3-d)pyrimidin-1-yl)-5-(hydroxymethyl)-1,2-cycl opentanediol
• CAS No.: 88767-13-9
• Molecular Formula: C₁₂H₁₆N₄O₃
• Molecular Weight: 264.284
• Mol file: 88767-13-9.mol

Synonyms:1,2-Cyclopentanediol,3-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-, (1a,2a,3b,5b)- (9CI); 1,2-Cyclopentanediol,3-(4-amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-(hydroxymethyl)-, (1a,2a,3b,5b)-(?à)-; 7H-Pyrrolo[2,3-d]pyrimidine, 1,2-cyclopentanediolderiv.

Chemical Property of 3-(4-Amino-1H-pyrrolo(2,3-d)pyrimidin-1-yl)-5-(hydroxymethyl)-1,2-cycl opentanediol

Chemical Property:

• Vapor Pressure: 9.02E-09mmHg at 25°C
• Melting Point: 243 - 245 °C
• Boiling Point: 446.9°C at 760 mmHg
• Flash Point: 224.1°C
• PSA: 117.42000
• Density: 1.77g/cm³
• LogP: -0.13020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-Amino-1H-pyrrolo(2,3-d)pyrimidin-1-yl)-5-(hydroxymethyl)-1,2-cycl opentanediol

There total 4 articles about 3-(4-Amino-1H-pyrrolo(2,3-d)pyrimidin-1-yl)-5-(hydroxymethyl)-1,2-cycl opentanediol 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:

(+/-)-3-(4-chloro-1H-pyrrolo<2,3-d>pyrimidin-1-yl)-5-(hydroxymethyl)-(1α,2α,3β,5β)-1,2-cyclopentanediol (88767-12-8) → (+/-)-3-(4-aminoo-1H-pyrrolo<2,3-d>pyrimidin-1-yl)-5-(hydroxymethyl)-(1α,2α,3β,5β)-1,2-cyclopentanediol (88767-13-9)

Guidance literature:

With ammonia; In ethanol; at 140 ℃; for 72h; Yield given;

DOI:10.1021/jm00370a018

Reference yield:

(+/-)-(1α,2α,3β,5β)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol (62138-01-6,305384-32-1,780705-82-0) → (+/-)-3-(4-aminoo-1H-pyrrolo<2,3-d>pyrimidin-1-yl)-5-(hydroxymethyl)-(1α,2α,3β,5β)-1,2-cyclopentanediol (88767-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / ethanol / Heating

2: 1 N HCl / dioxane / 48 h / Ambient temperature

3: ammonia / ethanol / 72 h / 140 °C

With hydrogenchloride; ammonia; triethylamine; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00370a018

Reference yield:

(+/-)-4-chloro-5-(2,2-diethoxyethyl)-6-<<(1α,2β,3β,4α)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>amino>pyrimidine (88767-11-7) → (+/-)-3-(4-aminoo-1H-pyrrolo<2,3-d>pyrimidin-1-yl)-5-(hydroxymethyl)-(1α,2α,3β,5β)-1,2-cyclopentanediol (88767-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N HCl / dioxane / 48 h / Ambient temperature

2: ammonia / ethanol / 72 h / 140 °C

With hydrogenchloride; ammonia; In 1,4-dioxane; ethanol;

DOI:10.1021/jm00370a018

upstream raw materials:

(+/-)-3-(4-chloro-1H-pyrrolo<2,3-d>pyrimidin-1-yl)-5-(hydroxymethyl)-(1α,2α,3β,5β)-1,2-cyclopentanediol

(+/-)-(1α,2α,3β,5β)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol

(+/-)-4-chloro-5-(2,2-diethoxyethyl)-6-<<(1α,2β,3β,4α)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>amino>pyrimidine

4,6-dichloro-5-(2,2-diethoxyethyl)pyrimidine