5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

Base Information

• Chemical Name: 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal
• CAS No.: 118964-49-1
• Molecular Formula: C₃₃H₄₂O₄S₂
• Molecular Weight: 566.826
• Mol file: 118964-49-1.mol

Synonyms:5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

Chemical Property of 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal

There total 6 articles about 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose 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: 91.0%

5-O-allyl-D-ribose diethyl dithioacetal (129163-69-5) + benzyl bromide (100-39-0) → 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal (118964-49-1)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4020(01)97590-8

Reference yield:

Methyl 5-O-allyl-D-ribofuranoside (116490-68-7,116490-69-8,128775-32-6) → 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal (118964-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / zinc chloride / 0.25 h / Ambient temperature

2: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature

With tetra-(n-butyl)ammonium iodide; sodium hydride; zinc(II) chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)97590-8

Reference yield:

β-5-O-allyl-1-O-methyl-2,3-O,O-isopropylidene-D-ribofuranoside (114488-50-5) → 5-O-allyl 2,3,4-tri-O-benzyl-D-ribose diethyl dithioacetal (118964-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: water, sulfuric acid / methanol / 2 h / Heating

2: 94 percent / zinc chloride / 0.25 h / Ambient temperature

3: 91 percent / sodium hydride, tetra-n-butylammonium iodide / tetrahydrofuran / Ambient temperature

With sulfuric acid; water; tetra-(n-butyl)ammonium iodide; sodium hydride; zinc(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(01)97590-8

upstream raw materials:

5-O-allyl-D-ribose diethyl dithioacetal

benzyl bromide

D-ribose

D-ribose diethyl dithioacetal

Downstream raw materials:

2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

2,3,4-tri-O-benzyl-5-O-p-methoxybenzyl-L-ribitol

5-O-allyl-2,3,4-tri-O-benzyl-1-O-p-methoxybenzyl-D-ribitol

1-O-(2-azido-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-galactopyranosyl) 2,3,4-tri-O-benzyl-L-ribitol