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

Base Information

• Chemical Name: 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol
• CAS No.: 111549-96-3
• Molecular Formula: C₄₈H₄₈O₅
• Molecular Weight: 704.906
• Mol file: 111549-96-3.mol

Synonyms:5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol

Chemical Property of 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol

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-1-O-trityl-D-ribitol

There total 9 articles about 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol 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: 86.0%

benzyl bromide (100-39-0) + 5-O-allyl-1-O-trityl-D-ribitol (111549-95-2) → 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol (111549-96-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(01)81040-6

Reference yield:

C41H42O5 (329006-49-7) + benzyl chloride (100-44-7) → 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol (111549-96-3)

Guidance literature:

C₄₁H₄₂O₅; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 5 ℃; for 0.5h;

benzyl chloride; In DMF (N,N-dimethyl-formamide); for 1h;

Reference yield:

2,3-O-isopropylidene-D-ribonic-γ-lactone (30725-00-9) → 5-O-allyl-2,3,4-tri-O-benzyl-1-O-trityl-D-ribitol (111549-96-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / silver oxide / dimethylformamide / 48 h / in dark

2: 80 percent / sodium borohydride / tetrahydrofuran / 55 °C / 2.) methanol 45 min and 1h

3: acetic acid; H₂O / 4 h / 50 °C

4: pyridine / Ambient temperature

5: 86 percent / 1.) sodium hydride / dimethylformamide / 1.) 0 deg C 30 min; 2.) 0 deg C 30 min; 3.) room temperature overnight

With sodium tetrahydroborate; sodium hydride; silver(l) oxide; In tetrahydrofuran; pyridine; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/recl.19871060905

upstream raw materials:

benzyl bromide

5-O-allyl-1-O-trityl-D-ribitol

2,3-O-isopropylidene-D-ribonic-γ-lactone

trityl chloride

Downstream raw materials:

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

5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol

2,3,4-tri-O-benzyl-1-O-<2'-O-(benzyloxymethyl)-5'-O-(tert-butyldiphenylsilyl)-β-D-ribofuranosyl>-5-O-(trans-1-propenyl)-D-ribitol

5-O-allyl-2,3,4-tri-O-benzyl-1-O-<2'-O-(benzyloxymethyl)-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-β-D-ribofuranosyl>-D-ribitol