Alpha-D-Fucose

Base Information

• Chemical Name: Alpha-D-Fucose
• CAS No.: 6189-71-5
• Molecular Formula: C6H12O5
• Molecular Weight: 164.158
• UNII: K15K52FOK4
• DSSTox Substance ID: DTXSID301318477
• Nikkaji Number: J976.374K
• Wikidata: Q27094421
• Metabolomics Workbench ID: 43737
• ChEMBL ID: CHEMBL609880
• Mol file: 6189-71-5.mol

Synonyms:Alpha-D-Fucose;alpha-D-fucopyranose;alpha-D-Fucp;6-deoxy-alpha-D-galactopyranose;Fucopyranose, alpha-D-;6189-71-5;6-Deoxy-alpha-D-galactose;alpha-D-Fuc;UNII-K15K52FOK4;K15K52FOK4;CHEBI:42564;(2S,3R,4S,5R,6R)-6-methyloxane-2,3,4,5-tetrol;alpha-D-Galactopyranose, 6-deoxy-;Fucopyranose, .alpha.-D-;.alpha.-D-Galactopyranose, 6-deoxy-;fucoside;1abf;7abp;D-6-Deoxygalactose;D-Fucose;Rhodeose;6-dideoxy galactose;.ALPHA.-D-FUCOSE;D01XEY;Epitope ID:115015;.ALPHA.-D-FUCOPYRANOSE;CHEMBL609880;SCHEMBL1399668;DTXSID301318477;6-DEOXY-.ALPHA.-D-GALACTOSE;AKOS006272406;DB03485;6-DEOXY-.ALPHA.-D-GALACTOPYRANOSE;A823144;Q27094421;WURCS=2.0/1,1,0/[a2112m-1a_1-5]/1/;(2S,3R,4S,5R,6R)-6-methyltetrahydro-2H-pyran-2,3,4,5-tetraol;alpha-D-fucose;D-fucose;fucose;4164-09-4

Chemical Property of Alpha-D-Fucose

Chemical Property:

• PSA: 90.15000
• LogP: -2.19380
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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-D-Fucose

There total 54 articles about Alpha-D-Fucose 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:

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

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)-[β-D-apiofuranosyl(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) + D-apiose (30738-01-3,30912-14-2,36465-64-2,41546-43-4,41546-44-5,41546-45-6,41546-46-7,41546-47-8,41546-48-9,41546-49-0,41546-50-3,63865-04-3,639-97-4,20230-73-3) + 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:

cellulose

clitorin

manghaslin

L-galactono-1,4-lactone

Downstream raw materials:

(3S,4R,5S,6S)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol

methyl β-L-fucofuranoside

methyl α-L-fucofuranoside

methyl L-fucopyranoside

Refernces

• 1、 Han, Qinghua,Qian, Yi,Wang, Xuda,Zhang, Qingying,Cui, Jingrong,Tu, Pengfei,Liang, Hong. "Oleanane-type saponins and prosapogenins from Albizia julibrissin and their cytotoxic activities". . . Retrieved 2021/04/02.
• 2、 Zhang, Jie,Akihisa, Toshihiro,Kurita, Masahiro,Kikuchi, Takashi,Zhu, Wan-Fang,Ye, Feng,Dong, Zhen-Huan,Liu, Wen-Yuan,Feng, Feng,Xu, Jian. "Melanogenesis-Inhibitory and Cytotoxic Activities of Triterpene Glycoside Constituents from the Bark of Albizia procera". supporting information. p. 2612 - 2620. Retrieved 2019/01/04.