2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE

Base Information

• Chemical Name: 2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE
• CAS No.: 138479-78-4
• Molecular Formula: C₃₆H₂₈Cl₃NO₁₀
• Molecular Weight: 740.978
• Mol file: 138479-78-4.mol

Synonyms:2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE;D-Galactose Tetrabenzoate;2,3,4,6-Tetra-O-benzoyl-α-D-galactopyranoside Trichloroacetimidate;(2S,3R)-2-azido-3-O-pivaloyl-1-O-(2',3',4',6'-tetra-O-benzoyl-β-D-galactopyranosy1)-4-pentene

Chemical Property of 2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE

Chemical Property:

• PSA: 147.51000
• LogP: 6.70890
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

2,3,4,6-Tetra-O-benzoyl-a-D-galactopyranoside Trichloroacetimidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,3,4,6-Tetra-O-benzoyl-α-D-galactopyranoside Trichloroacetimidate (cas# 138479-78-4) is a compound useful in organic synthesis.

Technology Process of 2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE

There total 11 articles about 2,3,4,6-TETRA-O-BENZOYL-A-D-GALACTOPYRANOSIDE TRICHLOROACETIMIDATE 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: 93.0%

2,3,4,6-tetra-O-benzoyl-D-galactose (627466-84-6) + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose (149707-75-5,149707-76-6,138479-78-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 1h; Ambient temperature;

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

Reference yield: 80.0%

→ 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose (149707-75-5,149707-76-6,138479-78-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

1,2,3,4,6-penta-O-benzoyl-α-D-galactopyranoside (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3) → 2,3,4,6-tetra-O-benzoyl-1-O-trichloroacetimidoyl-α-D-galactopyranose (149707-75-5,149707-76-6,138479-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / hydrazine acetate / dimethylformamide / 40 h

2: 80 percent / DBU / CH₂Cl₂ / 4 h / 20 °C

With hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00255-5

upstream raw materials:

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

trichloroacetonitrile

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

1,2,3,4,6-penta-O-benzoyl-α-D-galactopyranoside

Downstream raw materials:

2,3,4,6-Tetra-O-benzoyl-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose

4-methoxyphenyl O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->3)-2-O-benzoyl-4,6-O-di-tert-butylsilylene-β-D-galactopyranoside

2-(trimethylsilyl)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside

dec-9-enyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1->3)-2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranoside