89401-28-5

Basic information

• Product Name: (R)-(-)-1-BENZYLOXY-2-PROPANOL 97
• Synonyms: (R)-(-)-1-BENZYLOXY-2-PROPANOL 97;(2R)-1-(PhenylMethoxy)-2-propanol;2-Propanol,1-(phenylMethoxy)-, (2R)-;(2R)-1-Benzyloxypropan-2-ol;(R)-(-)-1-Benzyloxy-2-propanol 97%;(2R)-1-phenylmethoxypropan-2-ol
• CAS NO: 89401-28-5
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.219
• Mol File: 89401-28-5.mol
• Article Data: 30

Chemical Properties

• Boiling Point: 263.848 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.027 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: n20/D 1.510(lit.)
• Storage Temp.: 2-8°C
• PKA: 14.46±0.20(Predicted)
• CAS DataBase Reference: (R)-(-)-1-BENZYLOXY-2-PROPANOL 97(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-1-BENZYLOXY-2-PROPANOL 97(89401-28-5)
• EPA Substance Registry System: (R)-(-)-1-BENZYLOXY-2-PROPANOL 97(89401-28-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 89401-28-5(Hazardous Substances Data)

Usage

Uses

(R)-(-)-1-Benzyloxy-2-propanol is the R-isomer of 1-Benzyloxy-2-propanol (B287760), a compound used in the synthetic preparation of glucokinase activators for the treatment of diabetes.

InChI:InChI=1/C10H14O2/c1-9(11)7-12-8-10-5-3-2-4-6-10/h2-6,9,11H,7-8H2,1H3/t9-/m1/s1

Upstream product

• 14618-80-5 (R)-benzyl glycidol 
• 2930-05-4 Benzyloxymethyl-oxiran 
• 100-39-0 benzyl bromide 
• 83780-60-3 (2R)-2-(oxan-2-yloxy)propan-1-ol 
• 22539-93-1 3-benzyloxypropanone 
• 67-63-0 isopropyl alcohol 
• 100-52-7 benzaldehyde 
• 15448-47-2 (R)-propylene oxide 
• 104314-99-0 (S)-1-benzyloxy-3-phenylthiopropan-2-ol 
• 4254-14-2 (2R)-propane-1,2-diol 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 13807-91-5 (2S)-1-(benzyloxy)propan-2-ol 
• 108-05-4 vinyl acetate 

Downstream Products

• 89387-46-2 Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((S)-2-benzyloxy-1-methyl-ethoxy)-tetrahydro-pyran-3-yl ester 
• 89387-45-1 Acetic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((S)-2-benzyloxy-1-methyl-ethoxy)-tetrahydro-pyran-3-yl ester 
• 108811-18-3 1-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol 
• 89387-44-0 Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((R)-2-benzyloxy-1-methyl-ethoxy)-tetrahydro-pyran-3-yl ester 
• 89387-43-9 Acetic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((R)-2-benzyloxy-1-methyl-ethoxy)-tetrahydro-pyran-3-yl ester 
• 108811-16-1 1-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(R)-glycerol 
• 4254-15-3 (S)-1,2-Propanediol 
• 1395493-67-0 (R)-27-methyl-28-benzyloxy-2,5,8,11,14,17,20,23,26-nonaoxaoctacosane 
• 1395493-58-9 (S)-27-methyl-28-benzyloxy-2,5,8,11,14,17,20,23,26-nonaoxaoctacosane 
• 62061-55-6 (S)-((2-bromopropoxy)methyl)benzene 
• 119233-39-5 (S)-(-)-(2-benzyloxy-1-methyl)ethyl 4-methyl-benzenesulfonate 

Relevant articles and documents

Piers' borane-mediated hydrosilylation of epoxides and cyclic ethers

We report the first diarylborane-catalysed hydrosilylation of epoxides and cyclic ethers. Mechanistic studies on the in situ generated Piers' borane (C6F5)2BH with hydrosilanes in the presence of an epoxide revealed that an alkyloxy(diaryl)borane (C6F5)2BOR is readily formed as a catalytically competent species for the outer-sphere hydrosilylation of epoxides and cyclic ethers.

A new enantioselective synthesis of the anti-Parkinson agent safinamide

An alternative highly enantioselective synthesis of the anti-Parkinson agent safinamide from simple, commercially available, starting materials is described. The protocol might also be useful in the synthesis of structural variants of safinamide, such as ralfinamide or related analogues. Georg Thieme Verlag Stuttgart New York.

Synthesis of (R)-propane-1,2-diol from lactides by dynamic kinetic resolution

The dynamic kinetic resolution (DKR) of rac-1-tert-butoxypropan-2-ol with isopropenyl acetate in the presence of Novozyme 435 and a ruthenium catalyst produces enantiomerically pure (R)-1-tert-butoxy-2-acetoxy-propane (>99.5 %ee) in a good yield. The product can be easily transformed into (R)-propane-1,2-diol without loss of stereoselectivity. Together with recently published procedures, the herein described DKR offers the possibility to use any lactide source as starting material for the production of (R)-propane-1,2-diol. The chiral diol may serve as the chiral building block for the synthesis of important enantiopure esters, like propylene carbonate, chiral polymers, etc.