(S)-4-Benzyloxy-1,3-butanediol

Base Information

• Chemical Name: (S)-4-Benzyloxy-1,3-butanediol
• CAS No.: 85418-23-1
• Molecular Formula: C11H16O3
• Molecular Weight: 196.246
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID70525290
• Nikkaji Number: J445.741B
• Wikidata: Q82392781
• Mol file: 85418-23-1.mol

Synonyms:(S)-4-Benzyloxy-1,3-butanediol;85418-23-1;(S)-4-(Benzyloxy)butane-1,3-diol;(3S)-4-phenylmethoxybutane-1,3-diol;SCHEMBL21780446;DTXSID70525290;AKOS015839324;B2902;CS-0456265;(3S)-4-(BENZYLOXY)BUTANE-1,3-DIOL;T71399

Chemical Property of (S)-4-Benzyloxy-1,3-butanediol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5260-1.5300
• Boiling Point: 141 °C / 0.5mmHg
• PKA: 13.99±0.20(Predicted)
• PSA: 49.69000
• Density: 1.130±0.06 g/cm3(Predicted)
• LogP: 0.94650
• Storage Temp.: Refrigerator
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 196.109944368
• Heavy Atom Count: 14
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-4-Benzyloxy-1,3-butanediol >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC(CCO)O
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@H](CCO)O

Technology Process of (S)-4-Benzyloxy-1,3-butanediol

There total 13 articles about (S)-4-Benzyloxy-1,3-butanediol 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: 98.0%

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol (78513-07-2) → (S)-1-O-benzyl-1,2,4-butanetriol (85418-23-1)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; at -20 ℃; for 2h;

DOI:10.1246/cl.1992.2385

Reference yield: 25.0%

4-benzyloxycrotonaldehyde (69152-87-0) → 4-benzyloxy-butan-1-ol (4541-14-4) + (E)-4-(benzyloxy)-2-buten-1-ol (80885-30-9,81028-03-7,69152-88-1) + (S)-1-O-benzyl-1,2,4-butanetriol (85418-23-1) + (R)-1-O-benzyl-1,2,4-butanetriol (81096-93-7)

Guidance literature:

With D-glucose; water; at 35 ℃; Yields of byproduct given; bakers' yeast, pH 5-5.2;

DOI:10.1021/jo00261a042

Reference yield:

(S)-1-(benzyloxy)-4-(tert-butyldimethylsilyloxy)butan-2-ol (949932-76-7) → (S)-1-O-benzyl-1,2,4-butanetriol (85418-23-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

DOI:10.1021/ol400046n

upstream raw materials:

4-benzyloxycrotonaldehyde

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

(S)-4-Benzyloxymethyl-2-phenyl-[1,3]dioxane

Acetic acid (S)-3-acetoxy-1-benzyloxymethyl-propyl ester

Downstream raw materials:

N'-[1-((2S,4S)-4-Benzyloxymethyl-[1,3]dioxan-2-yl)-meth-(E)-ylidene]-N,N-dimethyl-hydrazine

Benzoic acid (S)-3-acetoxy-1-benzyloxymethyl-propyl ester

Benzoic acid (S)-3-acetoxy-4-benzyloxy-butyl ester

(2R,5S)-5-Benzyloxymethyl-tetrahydro-furan-2-carbaldehyde