cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Base Information

Chemical Name:cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one
CAS No.:191982-40-8
Molecular Formula:C₁₉H₂₁N₅O₂
Molecular Weight:351.408
Hs Code.:

Synonyms:cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

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Chemical Property of cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

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Technology Process of cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

There total 7 articles about cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one 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: 85.0%

: 191982-39-5
(6aR,9aS)-2-formyl-cis-5,6a,7,8,9,9a-hexahydro-5-methyl-3-(phenylmethyl)cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

: 191982-40-8
cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Guidance literature:: With sodium tetrahydroborate; In ethanol; dichloromethane;
DOI:10.1021/jm9608467

Reference yield:

: 930-45-0,33092-86-3,33092-90-9,57070-95-8,59260-76-3,68327-03-7,89381-13-5,135969-63-0
(1R,2R)-2-aminocyclopentanol

: 191982-40-8
cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: diisopropylethylamine / various solvent(s) / 130 °C

2: SOCl₂ / CH₂Cl₂ / 3 h / Ambient temperature

3: 1.) N,N-diisopropylamine, n-BuLi / 1.) THF, hexanes, -78 deg C, 0.5 h, 2.) THF, hexanes, from -78 deg C to RT, 1 h

4: 85 percent / sodium borohydride / ethanol; CH₂Cl₂

With sodium tetrahydroborate; n-butyllithium; thionyl chloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1021/jm9608467

Reference yield:

: 70404-25-0
7-benzyl-1-methyl-3,7-dihydro-purine-2,6-dione

: 191982-40-8
cis-5,6a,7,8,9,9a-Hexahydro-2-(hydroxymethyl)-5-methyl-3-(phenylmethyl)-cyclopent[4,5]imidazo[2,1-b]purin-4(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: POCl₃ / 7 h / Heating

2: diisopropylethylamine / various solvent(s) / 130 °C

3: SOCl₂ / CH₂Cl₂ / 3 h / Ambient temperature

4: 1.) N,N-diisopropylamine, n-BuLi / 1.) THF, hexanes, -78 deg C, 0.5 h, 2.) THF, hexanes, from -78 deg C to RT, 1 h

5: 85 percent / sodium borohydride / ethanol; CH₂Cl₂

With sodium tetrahydroborate; n-butyllithium; thionyl chloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In ethanol; dichloromethane;
DOI:10.1021/jm9608467