3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl chloride
Basic information
- CAS
4330-21-6- Standard SMILES
Cc1ccc(C(=O)OCC2OC(Cl)CC2OC(=O)c2ccc(C)cc2)cc1- InChIKey
FJHSYOMVMMNQJQ-UHFFFAOYSA-N- Molecular formula
- C21H21ClO5
- Average molar mass
- 388.8 g/mol
- Monoisotopic mass
- 388.10775145
Overview
See also: 1-Chloro-3,5-di-O-toluoyl-2-deoxy-D-ribofuranose (annotation moved to).
Names & identifiers
- Preferred name
- 3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl chloride
- IUPAC
- [5-chloro-3-(4-methylbenzoyl)oxyoxolan-2-yl]methyl 4-methylbenzoate
- English name
- 2-Deoxy-alpha-D-erythropentofuranosyl chloride 3,5-bis(4-methylbenzoate)
- Molecular formula
- C21H21ClO5
- Molecular weight
- 388.84
Names & synonyms
(2S,3R,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)-methyl)tetrahydrofuran-3-yl 4-methylbenzoate3,5-Di-O-(p-toluyl)-2-deoxy-D-ribofuranosyl chlorideC21H21CLO5Alpha-l-erythro-pentofuranosyl chloride-2-deoxy-bis(4-methyl benzoate)MFCD00079148NSC1488372-deoxy-3,5-bis-o-(4-methylbenzoyl)pentofuranosyl chloride1-Chloro-2-deoxy-3,5-di-O-toluoyl-L-ribofuranose2-Deoxy-3,5-di-O-p-toluoyl-|A-L-ribofuranosyl Chloride2-Deoxy-3,5-di-O-p-toluoyl-D-erythro-pentofuranosyl chlorideSCHEMBL2948431CHEMBL1723288
Show more names
Hoffer's chlorosugar1-Chloro-2-deoxy-3,5-di-O-(4-toluoyl)-alpha-D-ribofuranose(2R,3S,5R)-5-Chloro-2-(((4-methylbenzoyl)oxy)methyl)tetrahydrofuran-3-yl 4-methylbenzoateNSC 148837Hoffer's alpha-chlorosugarHoffer's Chlorosugar (~90%)Di-P-Toluoyl-Pentafuranosyl-Chloride3,5-bis(toluoyl)-2-deoxyribosyl chloride1-CHLORO-3,5-BIS[O-(4-TOLUOYL)]-2-DEOXYRIBOSE
Properties
Computed structural properties
- XLogP
- 4.9
- Topological polar surface area
- 61.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 509
Physicochemical properties
- Melting point
- 117 · 117-119 °C
- Boiling point
- 518.4 · 518.4±50.0 °C(Predicted)
- Density
- 1.28 · 1.28
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly, Sonicated), Methanol
- form
- Solid
- color
- Off-White to Light Grey
- Stability
- Moisture Sensitive
- InChI
- InChI=1/C21H21ClO5/c1-13-3-7-15(8-4-13)20(23)25-12-18-17(11-19(22)26-18)27-21(24)16-9-5-14(2)6-10-16/h3-10,17-19H,11-12H2,1-2H3/t17-,18+,19+/s3
- InChIKey
- XJHDINDXQMZBKW-XUVXKRRUSA-N
- SMILES
- [C@@H]1(Cl)O[C@H](COC(=O)C2=CC=C(C)C=C2)[C@@H](OC(=O)C2=CC=C(C)C=C2)C1 |&1:0,3,15,r|
- UNSPSC Code
- 12352201 · 12352201
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29321900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesHoffer''s Chlorosugar is a synthetic precursor for ribose glycosides and ribonucleosides.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
2 records
Compound notes
Loading…