20196-71-8

Basic information

• Product Name: (S)-(-)-1,2-DI-O-BENZYLGLYCEROL
• Synonyms: )-1,2-Di-O-benzylglycerol;(S)-(-)-2,3-Dibenzyloxy-1-propanol, 96%;(S)-(-)-1,2-DI-O-BENZYLGLYCEROL;(S)-1,2-DI-O-BENZYL-SN-GLYCEROL;(2S)-2,3-bis(phenylmethoxy)propan-1-ol
• CAS NO: 20196-71-8
• Molecular Formula: C₁₇H₂₀O₃
• Molecular Weight: 272.34
• Product Categories: Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 20196-71-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 153-156 °C0.4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.08 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.552(lit.)
• CAS DataBase Reference: (S)-(-)-1,2-DI-O-BENZYLGLYCEROL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-1,2-DI-O-BENZYLGLYCEROL(20196-71-8)
• EPA Substance Registry System: (S)-(-)-1,2-DI-O-BENZYLGLYCEROL(20196-71-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 20196-71-8(Hazardous Substances Data)

Usage

General Description

(S)-(-)-1,2-Di-O-benzylglycerol, also known as benzyl glycerol, is a chemical compound commonly used in organic chemistry. It is a chiral derivative of glycerol, with two benzyl groups attached to the 1 and 2 positions of the glycerol backbone. (S)-(-)-1,2-DI-O-BENZYLGLYCEROL is used as a building block in the synthesis of various organic molecules, including pharmaceuticals, fragrances, and polymers. It can also be used as a protecting group for the hydroxyl groups in glycerol, and as a reagent in organic reactions. (S)-(-)-1,2-Di-O-benzylglycerol is a key intermediate in the preparation of numerous biologically active compounds and has applications in both academic and industrial research.

Upstream product

• 83000-61-7 1-stearoyl-2-O-benzyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-sn-glycerol 
• 126786-46-7 1,2-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)glycerol 
• 81093-32-5 1,2-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-sn-glycerol 
• 19810-31-2 Benzyloxyacetyl chloride 
• 20258-50-8 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol 
• 100-44-7 benzyl chloride 
• 123394-73-0 (4S,5R)-1,5-dimethyl-4-phenyl-3-benzyloxyacetylimidazolidin-2-one 
• 3587-60-8 Benzyloxymethyl chloride 
• 20258-50-8 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol 
• 20258-50-8 1,2,5,6-tetra-O-benzyl-3,4-O-isopropylidene-D-mannitol 
• 100-39-0 benzyl bromide 
• 20196-69-4 1,2,5,6-tetra-O-benzyl-D-mannitol 
• 18679-03-3 1-stearoyl-2-O-benzyl-rac-glycerol 
• 59991-89-8 1,2-dibenzylpropanetriol 

Downstream Products

• 63121-17-5 ((R)-2,3-Bis-benzyloxy-propoxy)-tert-butyl-dimethyl-silane 
• 29599-41-5 1.2-Dibenzyl-glycerin-3-palmitinsaeureester 
• 96429-72-0 1-O-(chloromethyl)-2,3-di-O-benzyl-D-glycerol 
• 262599-43-9 O-[3,4,6-tri-O-benzyl-2-deoxy-2-(2,4-dinitroanilino)-β-D-glucopyranosyl]-(1->3)-1,2-di-O-benzyl-sn-glycerol 
• 370860-11-0 (R)-2,3-dibenzyloxypropyl 5-chloro-5-deoxy-2,3-O-isopropylidene-β-D-riboside 
• 832719-96-7 Acetic acid (2R,3R,4S,5S,6R)-3,5-diacetoxy-2-((R)-2,3-bis-benzyloxy-propoxy)-6-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-4-yl ester 
• 129891-65-2 2,3-di-O-benzyl-D-glycer-1-yl 4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosidonamide 
• 862479-01-4 (R)-2,3-bis-benzyloxy-propyl chloroformate 
• 23788-74-1 (R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate 
• 58438-08-7 (2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol 
• 1271132-23-0 benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-2-O-benzyl-α-D-galactopyranosiduronyl-3,6-lactone-(1->3)-1,2-di-O-benzyl-sn-glycerol 

Relevant articles and documents

A latent reactive handle for functionalising heparin-like and LMWH deca- and dodecasaccharides

d-Glucosamine derivatives bearing latent O4 functionality provide modified H/HS-type disaccharide donors for a final stage capping approach enabling introduction of conjugation-suitable, non-reducing terminal functionality to biologically important glycosaminoglycan oligosaccharides. Application to the synthesis of the first O4-terminus modified synthetic LMWH decasaccharide and an HS-like dodecasaccharide is reported.

Total synthesis of (-)-Pramanicin

The total synthesis of natural (-)-pramanicin, a highly oxygenated γlactam-type antifungal agent, is described. The enantiospecific total synthesis of this natural product commenced with 5-deoxy-1,2-O-isopropylidene-α-d-xylofuranose as an enantiopure star

Synthesis of biologically active galactosyl and glucosyl-glycerol derivatives

Galactosyl and glucosyl-glycerol derivatives which mimic the structure of the lipoteichoic acid of Staphylococcus aureus were synthesized by using a chiral glycerol derivative. Glucosyl-glycerol derivatives (14 and 22) had stronger anti-inflammatory activ