3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal

Base Information

• Chemical Name: 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal
• CAS No.: 136737-51-4
• Molecular Formula: C₃₄H₃₈O₅S₃
• Molecular Weight: 622.871

Synonyms:3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal

Chemical Property of 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal

Chemical Property:

Purity/Quality:

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Technology Process of 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal

There total 4 articles about 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl 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: 100.0%

3,4-di-O-benzyl-2-deoxy-D-erythro-pentose bisbenzyl dithioacetal (134700-11-1) + methanesulfonyl chloride (124-63-0) → 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal (136737-51-4)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/0008-6215(92)84165-O

Reference yield:

D-2-deoxyribose (452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3) → 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal (136737-51-4)

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: 85 percent / conc. HCl / 18 h / 40 °C

4: 100 percent / pyridine / Ambient temperature

With pyridine; hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/0008-6215(92)84165-O

Reference yield:

1-O-methyl-2-deoxy-D-ribofuranoside (51255-17-5,51255-18-6,60134-26-1,89577-26-4,96038-80-1,96039-31-5,144301-84-8,144301-85-9) → 3,5-di-O-benzyl-2-deoxy-4-O-methanesulphonyl-D-erythro-pentose dibenzyl dithioacetal (136737-51-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 85 percent / conc. HCl / 18 h / 40 °C

3: 100 percent / pyridine / Ambient temperature

With pyridine; hydrogenchloride; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1016/0008-6215(92)84165-O

upstream raw materials:

3,4-di-O-benzyl-2-deoxy-D-erythro-pentose bisbenzyl dithioacetal

methanesulfonyl chloride

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

D-2-deoxyribose

Downstream raw materials:

benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-α-threo-L-threo-pentofuranoside

1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-nitrouracil

1-(3,5-O-dibenzyl-2-deoxy-4-thio-β-L-threo-pentofuranosyl)-5-iodouracil

9-(3,5-di-O-benzyl-2-deoxy-4-thio-L-threo-pentofuranosyl)adenine

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