1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

Base Information

Chemical Name:1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol
CAS No.:131328-66-0
Molecular Formula:C₆₉H₈₄O₂₈
Molecular Weight:1361.41
Hs Code.:

1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

Synonyms:1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

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Chemical Property of 1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

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Technology Process of 1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

There total 10 articles about 1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-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: 90.0%

: 131328-58-0
1,2,4,5-tetra-O-benzyl-D/L-ribitol

: 131328-65-9
2,4-Di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl trichloroacetimidate

: 131328-66-0
1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -30 ℃; for 0.0833333h;
DOI:10.1016/0008-6215(90)84051-U

Reference yield:

: 78038-31-0
Methyl 5-O-benzyl-α,β-D-ribofuranoside

: 131328-66-0
1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

Guidance literature:: Multi-step reaction with 7 steps

1: 44 percent / 10percent aq. KOH, Bu₄NBr / CH₂Cl₂

2: 93 percent / NaH / dimethylformamide / 2 h / Ambient temperature

3: 79 percent / 1.2M HCl / dioxane / Heating

4: 85 percent / NaBH₄ / ethanol

5: 85 percent / NaH / dimethylformamide / 2 h / Ambient temperature

6: 1) t-BuOK 2) 0.1M HCl / 1) DMF, 2.5 h, 80 deg C 2) acetone, 45 min, reflux

7: 90 percent / TMS-triflate, molecular sieves (4A) / CH₂Cl₂ / 0.08 h / -30 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84051-U

Reference yield:

: 100-39-0
benzyl bromide

: 131328-66-0
1,2,4,5-Tetra-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-<2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranosyl>-D-ribitol

Guidance literature:: Multi-step reaction with 7 steps

1: 44 percent / 10percent aq. KOH, Bu₄NBr / CH₂Cl₂

2: 93 percent / NaH / dimethylformamide / 2 h / Ambient temperature

3: 79 percent / 1.2M HCl / dioxane / Heating

4: 85 percent / NaBH₄ / ethanol

5: 85 percent / NaH / dimethylformamide / 2 h / Ambient temperature

6: 1) t-BuOK 2) 0.1M HCl / 1) DMF, 2.5 h, 80 deg C 2) acetone, 45 min, reflux

7: 90 percent / TMS-triflate, molecular sieves (4A) / CH₂Cl₂ / 0.08 h / -30 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; tetrabutylammomium bromide; sodium hydride; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)84051-U