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

Base Information

Chemical Name:5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-D-ribitol
CAS No.:111549-99-6
Molecular Formula:C₃₄H₄₂O₉
Molecular Weight:594.702
Hs Code.:

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

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

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Technology Process of 5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-D-ribitol

There total 13 articles about 5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-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: 88.0%

: 111549-98-5
5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol

: 111549-99-6
5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-D-ribitol

Guidance literature:: With sodium methylate; In 1,4-dioxane; methanol; for 4h; Ambient temperature;
DOI:10.1016/S0040-4039(01)81040-6

Reference yield:

: 329006-50-0
1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol

: 111549-99-6
5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-D-ribitol

Guidance literature:: 1-O-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-5-O-allyl-2,3,4-tri-O-benzyl-D-ribitol; With sodium methylate; In methanol; for 2h; pH=9;

With acid resin; In methanol; pH=6 - 7;

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 111549-99-6
5-O-allyl-2,3,4-tri-O-benzyl-1-O-(β-D-ribofuranosyl)-D-ribitol

Guidance literature:: Multi-step reaction with 8 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

6: 90 percent / acetic acid; H₂O / 1.5 h / 80 °C

7: 1.) molecular sieves 4 Angstroem; 2.) trimethylsilyl trifluoromethanesulfonate / 1.) 1,2-dichloroethane, 90 min, room temperature; 2.) 1,2-dichloroethane, room temperature 2 h and 3 h

8: 88 percent / sodium methoxide / dioxane; methanol / 5 h / Ambient temperature

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium hydride; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/recl.19871060905