1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

Base Information

Chemical Name:1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine
CAS No.:263547-18-8
Molecular Formula:C₃₅H₃₅N₃O₈
Molecular Weight:625.678
Hs Code.:

Synonyms:1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

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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 1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

Chemical Property:

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Technology Process of 1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

There total 1 articles about 1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine 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:

: 136918-14-4,85-41-6
phthalimide

: 199931-19-6
1-[3,5-Di-O-benzyl-3-C-(3-hydroxypropyl)-β-D-ribofuranosyl]thymine

: 263547-18-8
1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q

Reference yield: 27.0%

: 135192-53-9
pentafluorophenoxythiocarbonyl chloride

: 263547-18-8
1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

: 1-{3,5-di-O-benzyl-2-O-[(pentafluorophenoxy)thiocarbonyl]-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q

Reference yield:

: 263547-18-8
1-{3,5-di-O-benzyl-3-C-[3-(phthalimido)propyl]-β-D-ribofuranosyl}thymine

: 263547-22-4
5'-O-(4,4'-dimethoxytrityl)-3'-C-[3-(phthalimido)propyl]thymidine

Guidance literature:: Multi-step reaction with 4 steps

1: 27 percent / DMAP / CH₂Cl₂ / 12 h / 20 °C

2: 25 percent / 2,2'-azobis[isobutyronitrile]; Bu₃SnH / benzene / 1 h / Heating

3: 19 percent / H₂ / Pd(OH)2/C / ethanol; dioxane / 3 h / 20 °C

4: 57 percent / pyridine / 12 h / 20 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; palladium dihydroxide; In 1,4-dioxane; ethanol; dichloromethane; benzene; 1: Acylation / 2: deoxygenation / 3: Hydrogenolysis / 4: Etherification;
DOI:10.1002/(SICI)1522-2675(20000119)83:1<128::AID-HLCA128>3.0.CO;2-Q