alpha-D-rhamnopyranose

Base Information

• Chemical Name: alpha-D-rhamnopyranose
• CAS No.: 28161-49-1
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.158
• UNII: KP161GQ6IB
• DSSTox Substance ID: DTXSID201312676
• Wikidata: Q27132426
• Metabolomics Workbench ID: 62636

Synonyms:alpha-D-rhamnopyranose;alpha-D-rhamnose;D-Mannomethylose;alpha-D-Rhap;alpha-D-Rha;6-Deoxy-Alpha-D-Mannopyranose;KP161GQ6IB;28161-49-1;UNII-KP161GQ6IB;CHEBI:63152;alpha-D-Mannopyranose, 6-deoxy-;4led;XXR;Epitope ID:156990;SCHEMBL1192464;.ALPHA.-D-RHAMNOPYRANOSE;DTXSID201312676;AKOS030504224;6-DEOXY-.ALPHA.-D-MANNOPYRANOSE;.ALPHA.-D-MANNOPYRANOSE, 6-DEOXY-;C01684;E87645;Q27132426;WURCS=2.0/1,1,0/[a1122m-1a_1-5]/1/;6-deoxy-alpha-D-mannopyranose;D-rhamnose;rhamnose

Chemical Property of alpha-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:

95% ^*data from raw suppliers

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-rhamnopyranose

There total 51 articles about alpha-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:

2-(4-Hydroxy-3-methoxy-phenyl)-7-methoxy-5-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-chromen-4-one → 6-deoxy-α-D-mannopyranose (28161-49-1) + velutin (25739-41-7)

Guidance literature:

With hydrogenchloride; In ethanol; for 6h; Product distribution; Heating; study of the acid hydrolysis reaction;

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:

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:

2,5-di-O-benzoyl-3,6-dideoxy-L-arabino-hexono-1,4-lactone

2,3,5-tri-O-benzoyl-L-rhamnono-1,4-lactone

(3R,5R)-5-((1S)-1-hydroxyethyl)-2-oxo-3,4,5-trihydrofuryl 6-methoxy-2-prop-2-enylbenzoate

(3R,5R)-5-((1S)-1-hydroxyethyl)-2-methoxyoxolan-3-yl 6-methoxy-2-prop-2-enylbenzoate

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