alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate

Base Information

• Chemical Name: alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate
• CAS No.: 58902-47-9
• Molecular Formula: C18H21NO10
• Molecular Weight: 411.365
• Mol file: 58902-47-9.mol

Synonyms:58902-47-9;alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate;[(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-methyl-2-(4-nitrophenoxy)oxan-3-yl] acetate;[(2S,3R,4R,5S,6S)-4,5-diacetyloxy-2-methyl-6-(4-nitrophenoxy)oxan-3-yl] acetate;?-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate

Chemical Property of alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate

Chemical Property:

• Vapor Pressure: 2.37E-10mmHg at 25°C
• Boiling Point: 505.7°C at 760 mmHg
• Flash Point: 191.8°C
• Density: 1.35g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 411.11654587
• Heavy Atom Count: 29
• Complexity: 625

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2=CC=C(C=C2)[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C
• Isomeric SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)OC2=CC=C(C=C2)[N+](=O)[O-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate

There total 4 articles about alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy-, 2,3,4-triacetate 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: 30.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2,3,4-tri-O-acetyl L-fucopyranosyl trichloroacetimidate → p-nitrophenyl 2,3,4-tri-O-acetyl-β-L-fucopyranoside (24332-99-8) + p-nitrophenyl 2,3,4-tri-O-acetyl-α-L-fucopyranoside (58902-47-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/j.carres.2008.12.013

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + L-fucose tetraacetate (64913-16-2) → p-nitrophenyl 2,3,4-tri-O-acetyl-α-L-fucopyranoside (58902-47-9)

Guidance literature:

With zinc(II) chloride; at 120 ℃; unter vermindertem Druck;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 1,2,3,4-tetra-O-acetyl-β-L-fucopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3) → p-nitrophenyl 2,3,4-tri-O-acetyl-α-L-fucopyranoside (58902-47-9)

Guidance literature:

With zinc(II) chloride; at 120 ℃; unter vermindertem Druck;

upstream raw materials:

4-nitro-phenol

L-fucose tetraacetate

1,2,3,4-tetra-O-acetyl-β-L-fucopyranose

Downstream raw materials:

(4-nitro-phenyl)-α-L-fucopyranoside

p-aminophenyl α-L-fucopyranoside