(-)-2,3-o-Benzylidene-l-threitol

Base Information

• Chemical Name: (-)-2,3-o-Benzylidene-l-threitol
• CAS No.: 35572-34-0
• Molecular Formula: C11H14 O4
• Molecular Weight: 210.23
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50956962
• Nikkaji Number: J1.134.820C
• Mol file: 35572-34-0.mol

Synonyms:(-)-2,3-o-benzylidene-l-threitol;[(4S,5S)-5-(hydroxymethyl)-2-phenyl-1,3-dioxolan-4-yl]methanol;((4S,5S)-2-phenyl-1,3-dioxolane-4,5-diyl)dimethanol;2,3-O-benzylidene-L-threitol;SCHEMBL10590087;BDBM36044;DTXSID50956962;AEJRVTSEJAYBNR-UWVGGRQHSA-N;AKOS015913289;J-500007;(4S,5S)-4,5-dihydroxymethyl-2-phenyl-1,3-dioxolan

Chemical Property of (-)-2,3-o-Benzylidene-l-threitol

Chemical Property:

• Vapor Pressure: 1.73E-06mmHg at 25°C
• Melting Point: 72-74 °C(lit.)
• Refractive Index: 1.5384 (estimate)
• Boiling Point: 381.1°Cat760mmHg
• Flash Point: 184.3°C
• PSA: 58.92000
• Density: 1.221g/cm³
• LogP: 0.45380
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

99.0% ^*data from raw suppliers

(-)-2,3-O-Benzylidene-L-threitol for synthesis ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2OC(C(O2)CO)CO
• Isomeric SMILES: C1=CC=C(C=C1)C2O[C@H]([C@@H](O2)CO)CO

Technology Process of (-)-2,3-o-Benzylidene-l-threitol

There total 9 articles about (-)-2,3-o-Benzylidene-l-threitol 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: 85.0%

(4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester (35572-31-7) → (4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane (35572-34-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 22 ℃; for 1h;

DOI:10.1002/hlca.19830660742

Reference yield: 84.0%

O,O'-benzylidene-Lg-tartaric acid dibutyl ester → (4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane (35572-34-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2013.09.017

Reference yield: 82.0%

dimethyl 2,3-O-benzylidene-L-tartrate (38270-72-3) → (4S,5S)-4,5-dihydroxymethyl-2-phenyldioxolane (35572-34-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 14h; Ambient temperature;

upstream raw materials:

dimethyl 2,3-O-benzylidene-L-tartrate

(4R,5R)-2-Phenyl-1,3-dioxolan-4,5-dicarbonsaeure-diethylester

benzaldehyde

benzaldehyde dimethyl acetal

Downstream raw materials:

(4S,5S)-2-phenyl-4,5-di(methanesulphonyloxymethyl)-1,3-dioxolan

(S,S)-2-phenyl-4,5-bis(butoxymethyl)-1,3-dioxolane

(1S,23S)-12-benzyl-25-phenyl-3,6,9,15,18,21,24,26-octaoxa-12-azabicyclo[21.3.0]-hexacosane

(1S,23S,27S,49S)-12,38-dibenzyl-25,51-diphenyl-3,6,9,15,18,21,24,26,29,32,35,41,44,47,50,52-hexadecaoxa-12,38-diazatricyclo[47.3.0.0^23,27]-dopentacontane