(R)-(-)-1-Benzyloxy-2-propanol

Base Information

• Chemical Name: (R)-(-)-1-Benzyloxy-2-propanol
• CAS No.: 89401-28-5
• Molecular Formula: C10H14O2
• Molecular Weight: 166.22
• Hs Code.: 2909499000
• European Community (EC) Number: 623-319-2
• DSSTox Substance ID: DTXSID30449549
• Nikkaji Number: J684.056F
• Wikidata: Q82269059
• Mol file: 89401-28-5.mol

Synonyms:(R)-1-(Benzyloxy)propan-2-ol;89401-28-5;(R)-(-)-1-Benzyloxy-2-propanol;(R)-1-O-Benzylpropylene glycol;(R)-1-(Benzyloxy)-2-propanol;(2r)-1-(benzyloxy)propan-2-ol;(2R)-1-phenylmethoxypropan-2-ol;2-Propanol, 1-(phenylmethoxy)-, (R)-;(R)-1-Benzyloxy-2-propanol;MFCD07367007;(2R)-1-benzyloxypropan-2-ol;(R)-1-benzyloxy-propan-2-ol;SCHEMBL1096291;DTXSID30449549;KJBPYIUAQLPHJG-SECBINFHSA-N;AMY19224;(R)-(?)-1-Benzyloxy-2-propanol;AKOS006340941;CS-W017860;AS-19349;(R)-(-)-1-Benzyloxy-2-propanol, 97%;(R)-(-)-1-BENZYLOXY-2-PROPANOL 97;EN300-1697873;A861192

Chemical Property of (R)-(-)-1-Benzyloxy-2-propanol

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: n20/D 1.510(lit.)
• Boiling Point: 263.848 °C at 760 mmHg
• PKA: 14.46±0.20(Predicted)
• Flash Point: 108.229 °C
• PSA: 29.46000
• Density: 1.042g/cm³
• LogP: 1.58400
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-(Benzyloxy)propan-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COCC1=CC=CC=C1)O
• Isomeric SMILES: C[C@H](COCC1=CC=CC=C1)O
• 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.

Technology Process of (R)-(-)-1-Benzyloxy-2-propanol

There total 31 articles about (R)-(-)-1-Benzyloxy-2-propanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(2S)-1-benzyloxy-2-propanyl tetrahydropyran-2-yl ether (85483-96-1) → (2S)-1-(benzyloxy)propan-2-ol (13807-91-5,89401-28-5,103129-25-5,85483-97-2)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 0 - 20 ℃;

DOI:10.1002/asia.201000528

Reference yield: 95.0%

(R)-benzyl glycidol (14618-80-5) → (2R)-1-(benzyloxy)propan-2-ol (89401-28-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0033-1341104

Reference yield: 89.0%

(R)-1-Benzyloxy-3-phenylsulfanyl-propan-2-ol → (2S)-1-(benzyloxy)propan-2-ol (13807-91-5,89401-28-5,103129-25-5,85483-97-2)

Guidance literature:

With sodium hypophosphite; Raney-Ni (W-2); In ethanol; water; for 0.5h; Ambient temperature; pH=5.2;

DOI:10.1016/S0040-4020(97)00804-1

upstream raw materials:

3-benzyloxypropanone

(S)-1,2-Propanediol

benzyl bromide

(2S)-1-benzyloxy-2-propanyl tetrahydropyran-2-yl ether

Downstream raw materials:

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

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

1-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3-deoxy-2(S)-glycerol

(S)-1,2-Propanediol