Basic information
- CAS
30725-00-9- Standard SMILES
CC1(C)OC2C(=O)OC(CO)C2O1- InChIKey
NHHKFJCWLPPNCN-UHFFFAOYSA-N- Molecular formula
- C8H12O5
- Average molar mass
- 188.18 g/mol
- Monoisotopic mass
- 188.06847348
Names & identifiers
- Preferred name
- 6-Hydroxymethyl-2,2-dimethyl-dihydro-furo(3,4-d)(1,3)dioxol-4-one
- IUPAC
- 6-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
- English name
- 2,3-O-Isopropylidene-D-ribonic gamma-lactone
- Molecular formula
- C8H12O5
- Molecular weight
- 188.18
Names & synonyms
NSC 659304NSC 6593056-Hydroxymethyl-2,2-dimethyl-dihydro-furo(3,4-d)(1,3)dioxol-4-one6-Hydroxymethyl-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-4-oneRefChem:30859830725-00-92,3-O-Isopropylidene-D-ribono-1,4-lactone6-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-oneNSC6593046-(Hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one2,3-O-Isopropylidene-D-lyxono-1,4-lactoneNSC659305
Show more names
(3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one2,3-ISOPROPYLIDENE-D-RIBONOLACTONE2,3-ISOPROPYLIDENE-D-RIBONO-1,4-LACTONE2,3-O-Isopropylidene-D-ribonic acid-1,4-lactoneISOPROPYLIDENE-D-RIBONOLACTONE2,3-O-Isopropylidine-D-ribonolactone2,3-O-Isopropylidene-D-ribonolactone2,3-O-lsopropylidene-D-ribonolactone2,3-o-isopropylidene-d-ribonic γ-lactoneD-(2,3-Isopropylidene)lyxono-1,4-lactone
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 65 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 237
Physicochemical properties
- Melting point
- 135 · 135-139 °C
- alpha
- -68.5 · -68.5 º (c=2, Pyridine)
- Boiling point
- 243.17 °C · 243.17°C (rough estimate)
- Density
- 1.2069 · 1.2069 (rough estimate)
- refractive index
- 1.4348 · 1.4348 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- 50 mg/ml, · Soluble in methanol at 50mg/ml, acetone, dichloromethane, ethyl Acetate.
- pka
- 13.68 · 13.68±0.10(Predicted)
- form
- Powder
- color
- White to Off-white
- optical activity
- 20 · [α]20/D 69°, c = 2 in pyridine
- Water Solubility
- soluble
- BRN
- 10090 · 10090
- InChI
- InChI=1/C8H12O5/c1-8(2)12-5-4(3-9)11-7(10)6(5)13-8/h4-6,9H,3H2,1-2H3/t4-,5-,6-/s3
- InChIKey
- NHHKFJCWLPPNCN-WKRIEWPCNA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS ClassificationNot Classified
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29322090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Description2,3-Isopropylidene-D-ribonolactone is a building block. It has been used in the stereocontrolled synthesis of the carbohydrates 6-epi-trehazolin and 6-epi-trehalamine.
Uses2,3-O-Isopropylidene-D-ribonic acid-1,4-lactone is used for the synthesis of C-nucleosides, prostanoids and GABA analogs via homochiral 2-piperidones. It is the starting material for the preparation of biochemical compounds including C-nucleosides, such as neplanocin A, and GABA analogs, via homochiral 2-piperidones.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海凌富药物研究有限公司+86(21)5895 0110 19945755304 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
T&W GROUP
Related reactions
2 records
Compound notes
Loading…