b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate)

Base Information

• Chemical Name: b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate)
• CAS No.: 16562-59-7
• Molecular Formula: C6H13O8P
• Molecular Weight: 244.14
• DSSTox Substance ID: DTXSID501310005
• Nikkaji Number: J840.342B
• Wikidata: Q27108953
• Metabolomics Workbench ID: 53596
• Mol file: 16562-59-7.mol

Synonyms:Fucose, 1-(dihydrogen phosphate), beta-L-;[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxyphosphonic acid;Fucose 1-phosphate;beta-L-fucose 1-(dihydrogen phosphate);beta-L-fucose 1-phosphate;Fucopyranosyl phosphate;beta-L-Fucopyranosyl dicyclohexylammonium phosphate;

Chemical Property of b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate)

Chemical Property:

• Boiling Point: 519.4°Cat760mmHg
• PKA: 1.73±0.10(Predicted)
• Flash Point: 267.9°C
• PSA: 146.49000
• Density: 1.75g/cm³
• LogP: -2.07680
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 244.03480437
• Heavy Atom Count: 15
• Complexity: 264

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OP(=O)(O)O)O)O)O
• Isomeric SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OP(=O)(O)O)O)O)O

Technology Process of b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate)

There total 11 articles about b-L-Galactopyranose, 6-deoxy-, 1-(dihydrogen phosphate) 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: 89.0%

Ag2 CO3 + ? molecular sieves + phosphoric acid dibenzyl ester (1623-08-1) + 3,4-di-O-acetyl-2,6-dideoxy-2-fluoro-α-L-galactopyranosyl bromide (186186-65-2) → β-L-Fucopyranosyl phosphate (16562-59-7,28553-11-9)

Guidance literature:

In benzene;

Reference yield:

→ β-L-Rhamnopyranosylphosphat (16562-58-6,16562-59-7,23880-96-8,24809-76-5,40591-48-8,40591-49-9,40591-52-4,62357-79-3,69980-07-0,81276-27-9,120522-69-2,28553-11-9)

Guidance literature:

Aus Pyranosylphosphat III, Pb(OAc)4, LiOH;

DOI:10.1007/BF00923209

Reference yield:

dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate (138552-47-3) → β-L-Fucopyranosyl phosphate (16562-59-7,28553-11-9)

Guidance literature:

With sodium hydroxide; hydrogen; palladium on activated charcoal; Yield given. Multistep reaction;

DOI:10.1016/0040-4039(91)80782-2

upstream raw materials:

dibenzyl 2,3,4-tri-O-benzoyl-β-L-fucopyranosyl 1-phosphate

2,3,4-tri-O-benzoyl-α-L-fucopyranosyl bromide

Ethyl 2,3,4-tri-O-acetyl-1-thio-α/β-L-fucopyranoside

Ethyl 2,3,4-tri-O-benzoyl-1-thio-β-L-fucopyranoside

Downstream raw materials:

UDP-β-L-fucose

dTDP-β-L-fucose