Digitalose

Base Information

• Chemical Name: Digitalose
• CAS No.: 484-36-6
• Molecular Formula: C₇H₁₄O₅
• Molecular Weight: 178.185
• UNII: 6U8DD4P360
• DSSTox Substance ID: DTXSID401305613
• Nikkaji Number: J22.170H
• Wikipedia: Digitalose
• Wikidata: Q17119293
• Metabolomics Workbench ID: 53532
• Mol file: 484-36-6.mol

Synonyms:digitalose

Chemical Property of Digitalose

Chemical Property:

• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 178.08412354
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C(C(C=O)O)OC)O)O
• Isomeric SMILES: C[C@H]([C@@H]([C@@H]([C@H](C=O)O)OC)O)O

Technology Process of Digitalose

There total 10 articles about Digitalose 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:

12,20-di-O-benzoyl-3β,8β,12β,14β,20-pentahydroxy-(20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→4)-β-D-digitaloside → β-D-glucose (492-61-5) + 6-deoxy-3-O-methyl-D-galactopyranose (484-37-7,523-75-1,25672-81-5,78185-80-5,78185-81-6,118333-77-0,484-36-6)

Guidance literature:

With hydrogenchloride; In water; for 5h; Reflux;

DOI:10.1016/j.phytol.2020.01.015

Reference yield:

3β,8β,14β,20-tetrahydroxy (20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→4)-O-β-D-digitaloside-20-O-β–D-glucopyranoside → β-D-glucose (492-61-5) + 6-deoxy-3-O-methyl-D-galactopyranose (484-37-7,523-75-1,25672-81-5,78185-80-5,78185-81-6,118333-77-0,484-36-6)

Guidance literature:

With hydrogenchloride; In water; for 5h; Reflux;

DOI:10.1016/j.phytol.2020.01.015

Reference yield:

3β,8β,14β,20-tetrahydroxy-(20R)-pregn-5-ene-3-O-β-D-glucopyranosyl-(1→6)-O-β-D-glucopyranosyl-(1→4)-O-β-D-digitaloside-20-O-β–D-glucopyranoside → β-D-glucose (492-61-5) + 6-deoxy-3-O-methyl-D-galactopyranose (484-37-7,523-75-1,25672-81-5,78185-80-5,78185-81-6,118333-77-0,484-36-6)

Guidance literature:

With hydrogenchloride; In water; for 5h; Reflux;

DOI:10.1016/j.phytol.2020.01.015

upstream raw materials:

Δ⁵-pregnene 3β,17α,20(S)-triol 20-O-β-D-digitalopyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-canoropyranosyl-(1->4)-β-D-digitoxopyranosyl-(1->5)-3,7-dideoxy-4-O-methyl-α-D-gluco-2-heptulopyranosyl-(2-4)-dideoxy-(1->3)-β-D-canaropyranoside

Δ⁵-pregnene-3β,17α,20(S)-triol 20-O-(β-D-digitalopyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->4)-β-D-cymaropyranosyl-(1->5)-3,7-dideoxy-4-O-methyl-α-D-gluco-2-heptulopyranosyl-(2-4)-dideoxy-(1->3)-β-D-canaropyranoside)

3β-O-(β-D-digitalosyl)-14-hydroxy-5β,14β-card-20(22)-enolide

Gitoxigenin 3-O-monodigitalosideglucoside, or digitalinum verum

Downstream raw materials:

2,4-di-O-benzoyl-β-D-thevetopyranosyl benzoate

2,4-di-O-benzoyl-α-D-thevetopyranosyl benzoate

O³-methyl-D-lyxo-6-deoxy-[2]hexosulose-bis-phenylhydrazone