3-O-Benzyl-1,2:5,6-bis-O-isopropylidene-alpha-D-galactofuranose

• CAS: 22331-21-1
• Catalog Number: ACM22331211
• Category: Other Products
• Molecular Weight: 350.41
• Molecular Formula: C19H26O6
• Synonyms: α-D-Allofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-3-O-(phenylmethyl)-
• IUPAC Name: (3aR,5R,6R,6aR)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• Canonical SMILES: CC1(OC[C@@H](O1)[C@@H]2[C@H]([C@@H]3[C@H](O2)OC(O3)(C)C)OCC4=CC=CC=C4)C
• InChI: InChI=1S/C19H26O6/c1-18(2)21-11-13(23-18)14-15(20-10-12-8-6-5-7-9-12)16-17(22-14)25-19(3,4)24-16/h5-9,13-17H,10-11H2,1-4H3/t13-,14-,15-,16-,17-/m1/s1
• InChI Key: ZHFVGOMEUGAIJX-WRQOLXDDSA-N
• Boiling Point: 422.6±45.0 °C
• Melting Point: 65-66 °C
• Density: 1.21±0.1 g/ml
• Appearance: Solid

Synthetic Use

Upstream Synthesis Route 1

• 14686-89-6
• 100-39-0

• 22331-21-1

Reference: [1]Augustyns; Rozenski; Van Aerschot; Janssen; Herdewijn
[Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 2977 - 2982]

Upstream Synthesis Route 2

• 100-39-0
• 2595-05-3

• 22331-21-1

Reference: [1]European Journal of Organic Chemistry,2013,p. 7941 - 7951

Downstream Synthesis Route 1

• 22331-21-1

• 63593-03-3

Reference: [1] Tetrahedron, 2002, vol. 58, # 26, p. 5335 - 5345
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 12, p. 2699 - 2702

Downstream Synthesis Route 2

• 22331-21-1

• 4546-55-8

Reference: [1]Henningfeld, Kristine A.; Arslan, Tuncer; Hecht, Sidney M.
[Journal of the American Chemical Society, 1996, vol. 118, # 47, p. 11701 - 11714]

* For details of the synthesis route, please refer to the original source to ensure accuracy.