69985-32-6

Basic information

• Product Name: (S)-4-BENZYLOXY-1,2-BUTANEDIOL
• Synonyms: (S)-4-BENZYLOXY-1,2-BUTANEDIOL;(2S)-4-(Benzyloxy)-1,2-butanediol;(S)-4-(Benzyloxy)butane-1,2-diol;(S)-4-Benzyloxy-1,2-butanediol
• CAS NO: 69985-32-6
• Molecular Formula: C₁₁H₁₆O₃
• Molecular Weight: 196.24
• Product Categories: Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry
• Mol File: 69985-32-6.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 170 °C / 3mmHg
• Flash Point: 175.056oC
• Appearance: /
• Density: 1.12
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: -23.0 ° (C=5, EtOH)
• PKA: 14.14±0.20(Predicted)
• CAS DataBase Reference: (S)-4-BENZYLOXY-1,2-BUTANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-BENZYLOXY-1,2-BUTANEDIOL(69985-32-6)
• EPA Substance Registry System: (S)-4-BENZYLOXY-1,2-BUTANEDIOL(69985-32-6)

Safety Data

• Hazardous Substances Data: 69985-32-6(Hazardous Substances Data)

Usage

General Description

(S)-4-BENZYLOXY-1,2-BUTANEDIOL is a chemical compound with a molecular formula C14H18O3. It is a derivative of 1,2-butanediol, containing a benzyl ether group. (S)-4-BENZYLOXY-1,2-BUTANEDIOL is used in organic synthesis as a building block for the preparation of various pharmaceuticals and biologically active molecules. It has potential applications in the development of new medications, as well as in the production of other specialty chemicals. Additionally, it has been studied for its potential pharmacological properties and may have uses in the field of medicinal chemistry. Overall, (S)-4-BENZYLOXY-1,2-BUTANEDIOL is a valuable compound with diverse potential applications in the fields of pharmaceuticals, organic synthesis, and medicinal chemistry.

InChI:InChI=1/C11H16O3/c12-8-11(13)6-7-14-9-10-4-2-1-3-5-10/h1-5,11-13H,6-9H2/t11-/m0/s1

Upstream product

• 32233-43-5 2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol 
• 100-44-7 benzyl chloride 
• 185155-48-0 4-benzyloxy-1-hydroxybutan-2-one 
• 171110-94-4 4-<(2-benzyloxy)ethyl>-1,3-dioxolan-2-one 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 71998-69-1 (+/-)-4-benzyloxy-butane-1,2-diol 
• 70388-33-9 4-benzyloxybut-1-ene 
• 3068-00-6 D,L-1,2,4-butanetriol 
• 97-67-6 (S)-Malic acid 
• 161987-40-2 (3S)-(E)-1-(Benzyloxy)-6,6,6-trifluoro-4-hexen-3-ol 
• 78513-07-2 ((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)methanol 
• 82780-39-0 (S)-4-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolane 
• 100-39-0 benzyl bromide 
• 116315-73-2 (S)-4-phenylmethoxybutane-1,2-diyl dimethane sulphonate 

Downstream Products

• 82780-42-5 (S)-4-(2-Benzyloxy-ethyl)-2-((S)-2,3-dimethoxy-propyl)-[1,3]dioxolane 
• 393109-24-5 2,2-Dimethyl-propionic acid (S)-4-benzyloxy-2-hydroxy-butyl ester 
• 500318-50-3 (R)-4-benzyloxy-1-(pivaloyl)oxy-2-butanol 
• 204448-48-6 tert-butyl (R)-1-(benzyloxy)hex-5-en-3-yl carbonate 
• 944394-24-5 (+)-(2R,4S)-6-(benzyloxy)hexane-2,4-diol 
• 944394-26-7 (+)-(4S,6R)-4-[2-(benzyloxy)ethyl]-2,2,6-trimethyl-1,3-dioxane 
• 111322-01-1 (R)-1-benzyloxy-hex-5-en-3-ol 
• 91285-63-1 (-)-(4S,6S)-4-[2-(benzyloxy)ethyl]-6-(iodomethyl)-1,3-dioxan-2-one 
• 91285-64-2 (+)-(2S,4S)-6-(benzyloxy)-1,2-epoxyhexan-4-ol 
• 115114-87-9 (2R)-2-(2-benzyloxyethyl)oxirane 
• 69985-32-6 (R)-4-phenylmethoxy-1,2-butanediol 
• 116315-74-3 (R)-4-phenylmethoxybutane-1,2-diyl diacetate 
• 1017593-88-2 C₁₁H₁₄O₅S 
• 1402931-33-2 (3R,6S)-6-(2-(benzyloxy)ethyl)-3-methoxy-1,4-dioxan-2-one 

Relevant articles and documents

A convenient synthesis of the enantiomerically pure (S)-2,4-dihydroxybutyl-4-hydroxybenzoate using hydrolytic kinetic resolution

(S)-2,4-Dihydroxybutyl-4-hydroxybenzoate was prepared in an extremely simple and practical way with high enantiomeric excess (99% ee) using Jacobsen’s Hydrolytic Kinetic Resolution technique as a key step and source of chirality.

Intramolecular thermal stepwise [2 + 2] cycloadditions: Investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones

Fused cyclobutanes are found in a range of natural products and formation of these motifs in a straightforward and easy manner represents an interesting synthetic challenge. To this end we investigated an intramolecular variant of the thermal enamine [2 + 2] cyclisation, developing a diastereoselective intramolecular enamine [2 + 2] cyclisation furnishing δ lactone and lactam fused cyclobutenes in good yield and excellent diastereoselectivity.

A concise stereoselective total synthesis of diplodialide C

An asymmetric total synthesis of diplodialide C has been achieved starting from commercially available homoallylic alcohol. Regioselective opening of the chiral epoxide, cross-metathesis reaction, and Yamaguchi macrolactonization were used as the key step