1,2:5,6-Di-O-isopropylidene-D-mannitol

• Catalog No.: L12127
• CAS Number: 1707-77-3
• M. F.: C12H22O6
• M. W.: 262.29948

SYNONYMS

• Title: 1,2:5,6-二-O-异亚丙基-D-甘露醇
• IUPAC name: (1S,2S)-1,2-bis[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol
• IUPAC Traditional name: (1S,2S)-1,2-bis[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]ethane-1,2-diol
• Synonyms: 1,2:5,6-Diacetone-D-mannitol

DATABASE IDS

• EC Number: 216-954-8
• Beilstein Number: 83765
• CAS Number: 1707-77-3
• MDL Number: MFCD00003211

PROPERTIES

• Melting Point: 120-122°C
• Optical Rotation: +6 (c=5 in chloroform)
• TSCA Listed: 否

REFERENCES

• Treatment with NaIO ₄ affords the useful synthon 2,3-O-isopropylidene-D-glyceraldehyde (glyceraldehyde acetonide): J. Org. Chem., 56, 4056 (1991); Org. Synth. Coll., 9, 450 (1998). This in turn can be homologated diastereoselectively using 2-(Trimethylsilyl)thiazole, B21903: Org. Synth. Coll., 9, 52 (1998). For use of Pb(OAc) ₄ in the formation of glyceraldehyde acetonide as a chiral precursor of cyclopropyl carbocyclic nucleosides as HIV reverse transcriptase inhibitors, see: J. Org. Chem., 60, 5236 (1995).