1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate)

Base Information

• Chemical Name: 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate)
• CAS No.: 134340-33-3
• Molecular Formula: C₆H₁₅N*C₅₇H₇₅O₃₁P
• Molecular Weight: 1388.37

Synonyms:1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate)

Chemical Property of 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate)

There total 7 articles about 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate) 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: 55.0%

1-O-acetyl-2,3-di-O-benzyl-4-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 (134340-31-1) → 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate) (134340-33-3)

Guidance literature:

With pyridine; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; In acetonitrile; for 2h;

DOI:10.1016/0008-6215(91)84143-3

Reference yield:

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 (131328-65-9) → 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate) (134340-33-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / trimethylsilyl triflate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h / -30 °C

2: 73 percent / tetrakis(triphenylphosphine)palladium / tetrahydrofuran; H₂O / Heating

3: 82 percent / pyridine

4: 70 percent / PdCl₂, NaOAc / acetic acid / sonication, overnight

5: 55 percent / salicylchlorophosphite, pyridine / acetonitrile / 2 h

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium acetate; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetic acid; acetonitrile;

DOI:10.1016/0008-6215(91)84143-3

Reference yield:

5-O-allyl-1-O-allyloxycarbonyl-2,3-di-O-benzyl-4-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 (134365-05-2) → 1-O-acetyl-2,3-di-O-benzyl-4-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 5-(triethylammonium phosphonate) (134340-33-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / tetrakis(triphenylphosphine)palladium / tetrahydrofuran; H₂O / Heating

2: 82 percent / pyridine

3: 70 percent / PdCl₂, NaOAc / acetic acid / sonication, overnight

4: 55 percent / salicylchlorophosphite, pyridine / acetonitrile / 2 h

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Chloro-4H-1,3,2-benzodioxaphosphorin-4-one; sodium acetate; palladium dichloride; In tetrahydrofuran; water; acetic acid; acetonitrile;

DOI:10.1016/0008-6215(91)84143-3

upstream raw materials:

1-O-acetyl-2,3-di-O-benzyl-4-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

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

C₆₀H₇₈O₂₉

5-O-allyl-1-O-allyloxycarbonyl-2,3-di-O-benzyl-4-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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