[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

Base Information

Chemical Name:[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine
CAS No.:142217-99-0
Molecular Formula:C₂₆H₂₇N₅O₂
Molecular Weight:441.533
Hs Code.:

Synonyms:[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

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Chemical Property of [1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

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Technology Process of [1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

There total 11 articles about [1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine 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: 96.0%

: [9-((1S,3R,4S)-4-Benzyloxy-3-benzyloxymethyl-2-methylene-cyclopentyl)-9H-purin-6-yl]-[(4-methoxy-phenyl)-diphenyl-methyl]-amine

: 142217-99-0
[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; methanol;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

: 142217-98-9
[2R-(2α,3β,5α)]-5-[6-(acetylamino)-9H-purin-9-yl]-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanone

: 142217-99-0
[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

Guidance literature:: In tetrahydrofuran; methanol; tetrahydrofuran-toluene; dichloromethane;

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 142217-99-0
[1S-(1α,3α,4β)]-9-[2-Methylene-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-9H-purin-6-amine

Guidance literature:: Multi-step reaction with 9 steps

1: tetrahydrofuran / -78 - -65 °C

2: 1.) diisopinylcampheylborane (prepared from (+)-α-pinene), 2.) aq. NaOH, H2O2 / 1.) THF, -65 to -78 deg C

3: VO(acac)2, t-BuOOH / CH₂Cl₂

4: NaH, Bu₄NI / dimethylformamide

5: 70 percent / LiH / dimethylformamide / 120 °C

6: 47 percent / pyridine, DMAP / CH₂Cl₂

7: Dess-Martin reagent, t-BuOH / CH₂Cl₂

8: TiCl₄ / tetrahydrofuran

9: 96 percent / 1N HCl / methanol; tetrahydrofuran

With pyridine; hydrogenchloride; tert.-butylhydroperoxide; dmap; sodium hydroxide; bis(acetylacetonate)oxovanadium; (-)-diisopinocampheylborane; dihydrogen peroxide; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; lithium hydride; sodium hydride; Dess-Martin periodane; tert-butyl alcohol; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00594-X