[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

Base Information

Chemical Name:[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol
CAS No.:142217-96-7
Molecular Formula:C₂₅H₂₇N₅O₃
Molecular Weight:445.521
Hs Code.:

Synonyms:[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

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Chemical Property of [1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

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Technology Process of [1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

There total 6 articles about [1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol 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: 70.0%

: 110567-22-1
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane

: 66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9
adenine

: 142217-96-7
[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

Guidance literature:: With lithium hydride; In N,N-dimethyl-formamide; at 120 ℃;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 142217-96-7
[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

Guidance literature:: Multi-step reaction with 5 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

With tert.-butylhydroperoxide; sodium hydroxide; bis(acetylacetonate)oxovanadium; (-)-diisopinocampheylborane; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; lithium hydride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 142217-96-7
[1S-(1α,2β,3α,5β)]-5-(6-amino-9H-purin-9-yl)-3-(phenylmethoxy)-2-[(phenylmethoxy)methyl]cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

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

2: VO(acac)2, t-BuOOH / CH₂Cl₂

3: NaH, Bu₄NI / dimethylformamide

4: 70 percent / LiH / dimethylformamide / 120 °C

With tert.-butylhydroperoxide; sodium hydroxide; bis(acetylacetonate)oxovanadium; (-)-diisopinocampheylborane; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; lithium hydride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00594-X