Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Base Information

• Chemical Name: Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside
• CAS No.: 138479-80-8
• Molecular Formula: C₄₉H₄₆O₁₄
• Molecular Weight: 858.896
• Mol file: 138479-80-8.mol

Synonyms:Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Chemical Property of Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside

There total 3 articles about Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside 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%

Benzyl 2,3-O-isopropylidene-β-D-xylopyranoside (138515-35-2) + 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose (149707-75-5,149707-76-6,138479-78-4) → Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside (138479-80-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In toluene; at -20 ℃; for 0.5h;

DOI:10.1016/0008-6215(91)89043-F

Reference yield:

2,3,4,6-tetra-O-benzoyl-D-galactose (627466-84-6) → Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside (138479-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

2: 85 percent / 4A molecular sieves, trimethylsilyl triflate / toluene / 0.5 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;

DOI:10.1016/0008-6215(91)89043-F

Reference yield:

benzyl-β-D-xylopyranoside (10548-61-5) → Benzyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranoside (138479-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / camphorsulfonic acid / dimethylformamide / 1 h / 60 °C

2: 85 percent / 4A molecular sieves, trimethylsilyl triflate / toluene / 0.5 h / -20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/0008-6215(91)89043-F

upstream raw materials:

Benzyl 2,3-O-isopropylidene-β-D-xylopyranoside

2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose

2,3,4,6-tetra-O-benzoyl-D-galactose

benzyl-β-D-xylopyranoside

Downstream raw materials:

N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine allyl ester

N-(Benzyloxycarbonyl)-O-<2,3-di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-β-D-xylopyranosyl>-L-seryl-glycine

C₆₁H₅₆N₂O₁₉

2,3-Di-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-xylopyranosyl trichloroacetimidate