beta-D-rhamnopyranose

Base Information

• Chemical Name: beta-D-rhamnopyranose
• CAS No.: 28161-50-4
• Molecular Formula: C₆H₁₂O₅
• Molecular Weight: 164.158
• UNII: EK4BE32F6H
• Nikkaji Number: J3.658.103D
• Mol file: 28161-50-4.mol

Synonyms:beta-D-rhamnopyranose;6-Deoxy-beta-D-mannopyranose;EK4BE32F6H;28161-50-4;UNII-EK4BE32F6H;beta-D-Mannopyranose, 6-deoxy-;UBO;SCHEMBL4988975;.BETA.-D-RHAMNOPYRANOSE;6-DEOXY-.BETA.-D-MANNOPYRANOSE;.BETA.-D-MANNOPYRANOSE, 6-DEOXY-;J3.658.103D

Chemical Property of beta-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@@H](O1)O)O)O)O

Technology Process of beta-D-rhamnopyranose

There total 54 articles about beta-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:

11-O-β-D-glucopyranosyloxy-5-methoxy-6-oxabenzochrysen-1-one (1467066-63-2) → β-D-glucose (492-61-5) + β-D-xylopyranoside (2460-44-8) + β-D-galactopyranoside (7296-64-2) + 6-deoxy-β-D-mannopyranose (28161-50-4)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 6h;

DOI:10.1016/j.phytochem.2013.07.019

Reference yield:

1,2,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose (113982-30-2,114030-66-9,118246-11-0,118246-12-1) → β-D-glucose (492-61-5) + 6-deoxy-β-D-mannopyranose (28161-50-4) + 4-O-α-D-glucopyranosyl-3-O-α-L-rhamnopyranosyl-β-D-glucopyranose (109923-02-6,109959-09-3,118246-16-5,118246-17-6,118246-19-8,118246-20-1) + 4-O-α-D-glucopyranosyl-3-O-α-L-rhamnopyranosyl-α-D-glucopyranose (109923-02-6,109959-09-3,118246-16-5,118246-17-6,118246-19-8,118246-20-1)

Guidance literature:

With sodium methylate; In methanol; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/0008-6215(88)84113-2

Reference yield:

1,2,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-3-O-(2,3,4-tri-O-acetyl-α-D-rhamnopyranosyl)-β-D-glucopyranose (113982-30-2,114030-66-9,118246-11-0,118246-12-1) → β-D-glucose (492-61-5) + 6-deoxy-β-D-mannopyranose (28161-50-4) + 4-O-α-D-glucopyranosyl-3-O-α-D-rhamnopyranosyl-β-D-glucopyranose (109923-02-6,109959-09-3,118246-16-5,118246-17-6,118246-19-8,118246-20-1) + 4-O-α-D-glucopyranosyl-3-O-α-D-rhamnopyranosyl-α-D-glucopyranose (109923-02-6,109959-09-3,118246-16-5,118246-17-6,118246-19-8,118246-20-1)

Guidance literature:

With sodium methylate; In methanol; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/0008-6215(88)84113-2

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