alpha-L-fucopyranose

Base Information

• Chemical Name: alpha-L-fucopyranose
• CAS No.: 6696-41-9
• Molecular Formula: C6H12 O5
• Molecular Weight: 164.158
• Hs Code.: 2932999099
• UNII: OF086I9H7W
• DSSTox Substance ID: DTXSID901318356
• Nikkaji Number: J580.596A
• Wikidata: Q27095250
• Metabolomics Workbench ID: 56463
• ChEMBL ID: CHEMBL1232862
• Mol file: 6696-41-9.mol

Synonyms:ALPHA-L-FUCOSE;6696-41-9;alpha-L-fucopyranose;6-Deoxy-a-L-galactopyranose;alpha-L-Fuc;alpha-L-Fucp;CHEBI:42548;UNII-OF086I9H7W;OF086I9H7W;alpha-L-Galactopyranose, 6-deoxy-;6-deoxy-alpha-L-galactopyranose;Fucopyranose, .alpha.-L-;(2R,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol;CHEMBL1232862;(2R,3S,4R,5S,6S)-6-methyltetrahydro-2H-pyran-2,3,4,5-tetraol;.alpha.-L-Galactopyranose, 6-deoxy-;Rhodeose;6-Desoxygalactose;L-galactomethylose;(-)-L-Fucose;WURCS=2.0/1,1,0/(a1221m-1a_1-5)/1/;WURCS=2.0/1,1,0/[a1221m-1a_1-5]/1/;D-threo-Aldose;6-methyltetrahydropyran-2,3,4,5-tetraol;6-Deoxy-beta-galactose;L-FUCOSE alpha-FORM;.ALPHA.-L-FUCOSE;Epitope ID:136045;FUCOPYRANOSE, alpha-L-;6-Deoxy-delta-galactopyranose;SCHEMBL348315;.ALPHA.-L-FUCOPYRANOSE;DTXSID901318356;BDBM50580865;L-FUCOSE .ALPHA.-FORM [MI];MFCD00069812;DB04473;BS-17317;CS-0158168;C20835;D81754;Q27095250;alpha-L-fucose;L-fucose;fucose;51348-50-6

Chemical Property of alpha-L-fucopyranose

Chemical Property:

• Vapor Pressure: 1.99E-05mmHg at 25°C
• Melting Point: 136-140°C
• Boiling Point: 323.9°C at 760 mmHg
• Flash Point: 149.7°C
• PSA: 90.15000
• Density: 1.556g/cm³
• LogP: -2.19380
• Storage Temp.: Store at RT.
• Sensitive.: Hygroscopic
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 164.06847348
• Heavy Atom Count: 11
• Complexity: 139

Purity/Quality:

99%, ^*data from raw suppliers

(3S,4R,5S,6S)-6-Methyltetrahydro-2H-pyran-2,3,4,5-tetraol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-27-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of alpha-L-fucopyranose

There total 56 articles about alpha-L-fucopyranose 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:

(4-nitro-phenyl)-α-L-fucopyranoside (10231-84-2) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + alpha-L-fucose (6696-41-9)

Guidance literature:

With α-(1–2,3,4,6)-L-fucosidase from Homo sapiens; sodium carbonate; In aq. acetate buffer; at 40 ℃; Electrochemical reaction; Enzymatic reaction;

DOI:10.1002/jccs.202000376

Reference yield:

Zizyphus saponin III (55466-05-2,68144-21-8,77943-54-5) → D-Glucose (2280-44-6) + ebelin lactone (3649-76-1) + L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + 6-deoxy-L-talopyranoe (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6)

Guidance literature:

With sulfuric acid; In ethanol; water; for 2h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1248/cpb.29.676

Reference yield:

3-O-α-L-rhamnopyranosyl polygalacic acid {28-O-α-L-rhamnopyranosyl(1→3)-β-D-xylopyranosyl(1→4)-α-L-rhamnopyranosyl(1→2)-[α-L-arabinofuranosyl(1→ 2)]-β-D-fucopyranosyl} ester → D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + L-rhamnose (73-34-7) + L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + D-Fucose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) + polygalacic acid (22338-71-2)

Guidance literature:

With sulfuric acid; water; In 1,4-dioxane; for 1h; Reflux;

DOI:10.1007/s11418-016-0998-9

upstream raw materials:

methanol

p-cyanophenyl α-L-fucopyranoside

(4-nitro-phenyl)-α-L-fucopyranoside

2-chloro-4-nitrophenyl α-L-fucopyranoside

Downstream raw materials:

(2S,3S,4S,5S)-1-[(4,5-Diphenyl-oxazol-2-yl)-hydrazono]-hexane-2,3,4,5-tetraol

2,4-dinitrophenyl-6-deoxy-β-D-galactopyranoside

3-O-α-L-fucopyranosyl-D-glucose

Phenyl-2,3,4-tri-O-acetyl-6-desoxy-1-thio-β-D-galactopyranosid

Refernces

• 1、 Tsai, Hweiyan,Yu, Chen Yu,Chen, Chien-Hong,Fuh, Chwan Bor. "Electrochemical detection of fucosidase activity in human serum". . p. 639 - 646. Retrieved 2020/11/30.
• 2、 Xiang, Wei,Zhang, Guo-Dong,Li, Fang-Yi,Wang, Teng-Long,Suo, Tong-Chuan,Wang, Chun-Hua,Li, Zheng,Zhu, Yan. "Chemical Constituents from the Roots of Polygala arillata and Their Anti-Inflammatory Activities". . . Retrieved 2019/01/23.