[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

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Chemical Name:[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione
CAS No.:142217-88-7
Molecular Formula:C₂₄H₂₅IN₂O₅
Molecular Weight:548.377
Hs Code.:

Synonyms:[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

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Chemical Property of [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

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Technology Process of [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

There total 7 articles about [1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione 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:

: 114071-48-6
[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-2,4(1H,3H)-pyrimidinedione

: 142217-88-7
[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

Guidance literature:: With iodine; nitric acid; In 1,4-dioxane; at 90 ℃;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 142217-88-7
[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 6 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: 65 percent / NaH / dimethylformamide / 130 °C

6: I₂, aq. HNO₃ / dioxane / 90 °C

With tert.-butylhydroperoxide; sodium hydroxide; bis(acetylacetonate)oxovanadium; (-)-diisopinocampheylborane; dihydrogen peroxide; iodine; nitric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

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

: 142217-88-7
[1S-(1α,2β,3α,4β)]-1-[2-Hydroxy-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclopentyl]-5-iodo-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 5 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: 65 percent / NaH / dimethylformamide / 130 °C

5: I₂, aq. HNO₃ / dioxane / 90 °C

With tert.-butylhydroperoxide; sodium hydroxide; bis(acetylacetonate)oxovanadium; (-)-diisopinocampheylborane; dihydrogen peroxide; iodine; nitric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(96)00594-X