[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

Base Information

Chemical Name:[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione
CAS No.:142217-89-8
Molecular Formula:C₂₄H₂₃IN₂O₅
Molecular Weight:546.362
Hs Code.:

Synonyms:[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

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Chemical Property of [1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

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Technology Process of [1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

There total 8 articles about [1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-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:

: 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

: 142217-89-8
[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: With dipyridinium dichromate; In dichloromethane;
DOI:10.1016/S0960-894X(96)00594-X

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 142217-89-8
[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 7 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

7: pyridinium dichromate / CH₂Cl₂

With tert.-butylhydroperoxide; sodium hydroxide; dipyridinium dichromate; 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

: 142217-89-8
[1S-(1α,3α,4β)]-5-Iodo-1-[2-oxo-4-(phenyl-methoxy)-3-[(phenylmethoxy)methyl]cyclo-pentyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 6 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

6: pyridinium dichromate / CH₂Cl₂

With tert.-butylhydroperoxide; sodium hydroxide; dipyridinium dichromate; 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