2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

Base Information

Chemical Name:2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol
CAS No.:115678-16-5
Molecular Formula:C₆₁H₆₆O₁₀
Molecular Weight:959.189
Hs Code.:

Synonyms:2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

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Chemical Property of 2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

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Technology Process of 2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

There total 10 articles about 2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol 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: 98.5%

: 115678-15-4
1-O-(2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranosyl)-2,3,4,5,6-penta-O-benzyl-D-glucitol

: 115678-16-5
2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

Guidance literature:: With sodium methylate; In methanol; at 25 ℃; for 6h;
DOI:10.1021/jo00252a030

Reference yield:

: 100-39-0
benzyl bromide

: 115678-16-5
2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, 25 deg C, 1 h, 2.) 10 deg C, 4 h

2: 93.5 percent / HgCl₂, CdCO₃ / acetone / 1 h / 25 °C

3: 92.4 percent / NaBH₄ / methanol / 0.5 h / 25 °C

4: 67.8 percent / NOBF₄ / CH₂Cl₂ / 1 h / 25 °C

5: 98.5 percent / sodium methoxide / methanol / 6 h / 25 °C

With sodium tetrahydroborate; cadmium(II) carbonate; sodium methylate; sodium hydride; nitrosonium tetrafluoroborate; mercury dichloride; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00252a030

Reference yield:

: 78699-85-1
2,3,4,5,6-penta-O-benzyl-aldehydo-D-glucose

: 115678-16-5
2,3,4,5,6-penta-O-benzyl-1-O-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 92.4 percent / NaBH₄ / methanol / 0.5 h / 25 °C

2: 67.8 percent / NOBF₄ / CH₂Cl₂ / 1 h / 25 °C

3: 98.5 percent / sodium methoxide / methanol / 6 h / 25 °C

With sodium tetrahydroborate; sodium methylate; nitrosonium tetrafluoroborate; In methanol; dichloromethane;
DOI:10.1021/jo00252a030