D-rhamnopyranose

Base Information

• Chemical Name: D-rhamnopyranose
• CAS No.: 45864-36-6
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.158
• Nikkaji Number: J1.268.729J
• Wikidata: Q27132425
• Metabolomics Workbench ID: 62635

Synonyms:D-rhamnopyranose;6-deoxy-D-mannopyranose;SCHEMBL366881;CHEBI:63151;AKOS006302689;Q27132425

Chemical Property of D-rhamnopyranose

Chemical Property:

• 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(O1)O)O)O)O

Technology Process of D-rhamnopyranose

There total 50 articles about D-rhamnopyranose 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:

clitorin

manghaslin

L-galactono-1,4-lactone

(3S,4S,5R)-dihydro-3,4-dihydroxy-5-((1'S)-1'-hydroxyethyl)furan-2(3H)-one

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

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