1-O-Acetyl- 2,3,4,6-tetra-O-benzyl-b-D-galactopyranose

Base Information

• Chemical Name: 1-O-Acetyl- 2,3,4,6-tetra-O-benzyl-b-D-galactopyranose
• CAS No.: 3866-62-4
• Molecular Formula: C₃₆H₃₈O₇
• Molecular Weight: 582.694
• Mol file: 3866-62-4.mol

Synonyms:Galactopyranose,2,3,4,6-tetra-O-benzyl-, acetate, b-D- (8CI); b-D-Galactopyranose,2,3,4,6-tetrakis-O-(phenylmethyl)-, acetate (9CI); 2,3,4,6-Tetra-O-benzyl-b-D-galactopyranose acetate

Chemical Property of 1-O-Acetyl- 2,3,4,6-tetra-O-benzyl-b-D-galactopyranose

Chemical Property:

• Melting Point: 100-1010C
• Boiling Point: 677.2±55.0 °C(Predicted)
• PSA: 72.45000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 6.24740

Purity/Quality:

99% ^*data from raw suppliers

1-O-Acetyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-Acetyl- 2,3,4,6-tetra-O-benzyl-b-D-galactopyranose

There total 20 articles about 1-O-Acetyl- 2,3,4,6-tetra-O-benzyl-b-D-galactopyranose 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: 100.0%

2,3,4,6-tetra-O-benzyl-D-galactopyranose (6386-24-9) + acetic anhydride (108-24-7) → 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate (3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,83462-68-4,83462-69-5,94943-10-9,80300-97-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2005.05.069

Reference yield: 98.0%

2,3,4,6-tetra-O-benzyl-D-mannopyranose (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5) + acetic anhydride (108-24-7) → 2,3,4,6-tetra-O-benzyl-1-O-acetyl-α-D-mannopyranose (3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,80300-97-6,83462-69-5,94943-10-9,83462-68-4)

Guidance literature:

In pyridine; at 10 ℃; for 3h;

DOI:10.1002/hlca.19860690105

Reference yield: 95.0%

acetic anhydride (108-24-7) + 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside (4132-28-9,4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,78609-16-2) → 2,3,4,6-tetra-O-benzyl-1-O-acetyl-α-D-mannopyranose (3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,80300-97-6,83462-69-5,94943-10-9,83462-68-4)

Guidance literature:

With pyridine; dmap; at 0 - 20 ℃; for 16.25h;

upstream raw materials:

2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

acetic acid

2,3,4,6-tetra-O-benzyl-D-galactopyranose

acetic anhydride

Downstream raw materials:

2,3,4,6-Tetra-O-benzyl-β-D-galactopyranosylphosphonsaeure-dimethylester

diethyl (2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)phosphonate

methyl 2,3,4,6-tetra-O-benzyl α-D-galactopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-galactopyranoside

Refernces

• 1、 Chang, Chun-Wei,Wu, Chia-Hui,Lin, Mei-Huei,Liao, Pin-Hsuan,Chang, Chun-Chi,Chuang, Hsiao-Han,Lin, Su-Ching,Lam, Sarah,Verma, Ved Prakash,Hsu, Chao-Ping,Wang, Cheng-Chung. "Establishment of Guidelines for the Control of Glycosylation Reactions and Intermediates by Quantitative Assessment of Reactivity". supporting information. p. 16775 - 16779. Retrieved 2019/11/03.
• 2、 Ella Obame, Idriss,Ireddy, Prathap,Guisot, Nicolas E. S.,Nourry, Arnaud,Saluzzo, Christine,Dujardin, Gilles,Dubreuil, Didier,Pipelier, Muriel,Guillarme, Stéphane. "Addition of Organozinc Reagents to Glycopyranosyl Cyanides: Access to Keto Ester-C-glycosides or Unsaturated Acyl-C-glycosides". . p. 1735 - 1738. Retrieved 2018/04/24.