4-Benzyloxy-1,3-butanediol

Base Information

• Chemical Name: 4-Benzyloxy-1,3-butanediol
• CAS No.: 71998-70-4
• Molecular Formula: C11H16 O3
• Molecular Weight: 196.246
• DSSTox Substance ID: DTXSID60525289
• Nikkaji Number: J2.268.573B
• Mol file: 71998-70-4.mol

Synonyms:4-Benzyloxy-1,3-butanediol;71998-70-4;4-(BENZYLOXY)BUTANE-1,3-DIOL;4-phenylmethoxybutane-1,3-diol;SCHEMBL20432563;DTXSID60525289;ZVVBUAFZGGHYAO-UHFFFAOYSA-N;WCA99870;MFCD11846119;AKOS025405017;SB45614;SB45954;AS-60970;B3326;CS-0455214;T71263;A934308

Chemical Property of 4-Benzyloxy-1,3-butanediol

Chemical Property:

• Vapor Pressure: 1.07E-05mmHg at 25°C
• Melting Point: 75 °C
• Refractive Index: 1.54
• Boiling Point: 356.4oC at 760 mmHg
• Flash Point: 169.3oC
• PSA: 49.69000
• Density: 1.13g/cm3
• LogP: 0.94650
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• 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

4-Benzyloxy-1,3-butanediol ^*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

Technology Process of 4-Benzyloxy-1,3-butanediol

There total 7 articles about 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: 97.0%

4-benzyloxymethyl-1,3-dioxan-2-one → 4-(benzyloxy)butane-1,3-diol (71998-70-4)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 140 ℃; for 4h; under 38002.6 Torr; Autoclave;

Reference yield: 69.0%

<2R-(2β,3α)>-3-<(phenylmethoxy)methyl>oxiranemethanol (78513-15-2) → C11H16O4 (144010-82-2) + 4-(benzyloxy)butane-1,3-diol (71998-70-4)

Guidance literature:

With copper(l) iodide; methyllithium; In diethyl ether; at -40 - 0 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0033-1340083

Reference yield:

4-(benzyloxy)-2-buten-1-ol (69152-88-1,81028-03-7,80885-30-9) → C11H16O4 (144010-82-2) + 4-(benzyloxy)butane-1,3-diol (71998-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate / dichloromethane / 0.5 h / -24 °C / Inert atmosphere; Molecular sieve

1.2: 24 h / -24 °C / Inert atmosphere; Molecular sieve

2.1: copper(l) iodide; methyllithium / diethyl ether / 3 h / -40 - 0 °C / Inert atmosphere

With copper(l) iodide; methyllithium; titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate; In diethyl ether; dichloromethane; 1.1: |Sharpless Asymmetric Epoxidation;

DOI:10.1055/s-0033-1340083

upstream raw materials:

D,L-1,2,4-butanetriol

(S)-Malic acid

D-Malic acid

4-(benzyloxy)-2-buten-1-ol

Downstream raw materials:

4-(benzyloxymethyl)-2,2-diphenyl-1,3-dioxane

N'-[1-(4-Benzyloxymethyl-[1,3]dioxan-2-yl)-pentyl]-N,N-dimethyl-hydrazine

(E)-ethyl 6-(benzyloxy)-5-hydroxyhex-2-enoate

(S)-1-(benzyloxy)-4-(tert-butyldimethylsilyloxy)butan-2-ol

Refernces

• 1、 -. "NOVEL RUTHENIUM COMPLEX AND METHOD FOR PREPARING METHANOL AND DIOL". Paragraph 0093. . Retrieved 2015/09/23.
• 2、 Mantovani, Simone M.,Angolini, Celio F.F.,Marsaioli, Anita J.. "Mechanistic investigation of the Candida albicans CCT 0776 stereoinversion system and application to obtain enantiopure secondary alcohols". experimental part. p. 2635 - 2638. Retrieved 2010/03/30.