(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

Base Information

Chemical Name:(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one
CAS No.:69975-22-0
Molecular Formula:C₁₀H₁₂N₂O₄
Molecular Weight:224.216
Hs Code.:

Synonyms:(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

Suppliers and Price of (5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

There total 1 articles about (5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-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: 80.0%

: 59967-83-8
(+/-)-1-<(1β,2α,3α,4β)-2,3-dihydroxy-4-(hydroxymethyl)cyclopentyl>-2,4-(1H,3H)-pyrimidinedione

: 69975-22-0
(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

Guidance literature:: With bis(phenyl) carbonate; sodium hydrogencarbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 150 ℃; for 0.5h;
DOI:10.1021/jm50001a003

Reference yield:

: 69975-22-0
(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

: 111795-59-6
(+/-)-4-amino-1-<(1α,2β,3β,4α)-2-azido-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2(1H)-pyrimidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / LiN₃ / hexamethylphosphoric acid triamide / 150 °C

2: Py / 24 h / Ambient temperature

3: 61 percent / p-ClC₆H₄OPOCl₂, Py / 72 h / Ambient temperature

4: 1.) NH₂OH, 2.) NH₃ / 1.) dioxane, room temperature, 4 h, 2.) MeOH

With pyridine; lithium azide; ammonia; hydroxylamine; 4-chlorophenylphosphorodichloridate; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jm00397a038

Reference yield:

: 69975-22-0
(5aS,7S,8S,8aS)-8-Hydroxy-7-hydroxymethyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one

: 62102-28-7
(+/-)-1-<(1β,3α,4β)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 3 steps

1: dimethylformamide; ethyl acetate / 1 h / Heating

2: tributyltin hydride, azobis(isobutyronitrile) / tetrahydrofuran / 0.75 h / Heating

3: sodium methoxide / methanol / Ambient temperature

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium methylate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm50001a003