4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

Base Information

Chemical Name:4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol
CAS No.:953079-78-2
Molecular Formula:C₆₀H₅₈O₁₂
Molecular Weight:971.113
Hs Code.:

Synonyms:4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

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Chemical Property of 4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

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Technology Process of 4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

There total 3 articles about 4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-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%

: 953079-76-0
1,2,3,5-tetra-O-benzyl-D-ribitol

: 148404-74-4
ethyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside

: 953079-78-2
4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In 1,2-dichloro-ethane; at 0 ℃; for 0.166667h;
DOI:10.1016/j.tet.2007.07.036

Reference yield:

: 16838-89-4
2,3,5-tri-O-benzyl-D-ribofuranose

: 953079-78-2
4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / NaBH₄ / ethanol / 0.25 h / 20 °C

2: 52 percent / Bu₄NBr; aq. NaOH / CH₂Cl₂ / 16 h / 50 °C

3: 85 percent / 4 Angstroem molecular sieves; NIS; TMSOTf / 1,2-dichloro-ethane / 0.17 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; In ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2007.07.036

Reference yield:

: 84366-59-6
(2S,3R,4R)-2,3,5-tri-O-benzyl-pentane-1,4-diol

: 953079-78-2
4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-1,2,3,5-tetra-O-benzyl-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / Bu₄NBr; aq. NaOH / CH₂Cl₂ / 16 h / 50 °C

2: 85 percent / 4 Angstroem molecular sieves; NIS; TMSOTf / 1,2-dichloro-ethane / 0.17 h / 0 °C

With sodium hydroxide; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutylammomium bromide; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/j.tet.2007.07.036