3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

Base Information

Chemical Name:3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal
CAS No.:136737-47-8
Molecular Formula:C₂₈H₄₁O₅PS₂
Molecular Weight:552.736
Hs Code.:

Synonyms:3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

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Chemical Property of 3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

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Technology Process of 3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

There total 4 articles about 3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal 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: 38.0%

: 136737-44-5
3,5-di-O-benzyl-2-deoxy-D-erythro-pentose diethyl dithioacetal

: 2428-06-0
2-chloro-5,5-dimethyl-[1,3,2]dioxaphosphinane

: 136737-47-8
3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

Guidance literature:: With triethylamine; In benzene; at 0 ℃; for 0.166667h;
DOI:10.1016/0008-6215(92)84165-O

Reference yield:

: 132487-16-2
methyl 3,5-di-O-benzyl-2-deoxy-D-ribofuranoside

: 136737-47-8
3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / conc. HCl / 20 h / Ambient temperature

2: 38 percent / Et₃N / benzene / 0.17 h / 0 °C

With hydrogenchloride; triethylamine; In benzene;
DOI:10.1016/0008-6215(92)84165-O

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 136737-47-8
3,5-di-O-benzyl-2-deoxy-4-O-(5,5-dimethyl-1,3,2-dioxaphosphorinan-2-yl)-D-erythro-pentose diethyl dithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: aq. HCl / 0.5 h / Ambient temperature

2: NaH, Bu₄NI / tetrahydrofuran / 60 h / Ambient temperature

3: 81 percent / conc. HCl / 20 h / Ambient temperature

4: 38 percent / Et₃N / benzene / 0.17 h / 0 °C

With hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; benzene;
DOI:10.1016/0008-6215(92)84165-O