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

Base Information

Chemical Name:5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-D-ribitol
CAS No.:111549-98-5
Molecular Formula:C₅₅H₅₄O₁₂
Molecular Weight:907.027
Hs Code.:

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

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

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

There total 11 articles about 5-O-allyl-1-O-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2,3,4-tri-O-benzyl-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: 85.0%

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 111549-97-4
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

: 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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(01)81040-6

Reference yield: 81.0%

: 111549-97-4
2,3,4-Tris-O-(phenylmethyl)-5-O-(prop-2-enyl)-D-ribitol

: 2,3,5-Tri-O-benzoyl-α,β-D-ribofuranosyl trichloroacetimidate

: 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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 0.0833333h;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 7 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

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