pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate

Base Information

• Chemical Name: pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate
• CAS No.: 502186-07-4
• Molecular Formula: C₂₁H₁₉Cl₅O₁₁
• Molecular Weight: 624.64
• Mol file: 502186-07-4.mol

Synonyms:pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate

Chemical Property of pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate

There total 2 articles about pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate 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: 75.0%

Pentachlorophenol (87-86-5,67471-28-7) + 2,3,4,6-tetra-O-acetyl-2,6-anhydro-D-glycero-β-D-galacto-heptonic acid (85230-69-9) → pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate (502186-07-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetasy.2004.11.064

Reference yield:

3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonamide (108739-88-4) → pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate (502186-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / nitrogen(IV) oxide / CH₂Cl₂ / 20 °C

2: 75 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With Nitrogen dioxide; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tetasy.2004.11.064

Reference yield: 99.0%

pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonate (502186-07-4) → pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2-bromo-2-deoxy-α-D-galacto-hept-2-ulopyranosonate (502186-10-9)

Guidance literature:

With bromine; In chloroform; for 0.5h; Heating; irradiation;

DOI:10.1016/S0040-4039(02)02205-0

upstream raw materials:

Pentachlorophenol

2,3,4,6-tetra-O-acetyl-2,6-anhydro-D-glycero-β-D-galacto-heptonic acid

3,4,5,7-tetra-O-acetyl-2,6-anhydro-D-glycero-L-manno-heptonamide

Downstream raw materials:

pentachlorophenyl 3,4,5,7-tetra-O-acetyl-2-bromo-2-deoxy-α-D-galacto-hept-2-ulopyranosonate

C-(2,3,4,6-tetra-O-acetyl-1-bromo-1-deoxy-β-D-galactopyranosyl)formamide