(S)-2-Methyl-1,4-butanediol

Base Information

• Chemical Name: (S)-2-Methyl-1,4-butanediol
• CAS No.: 70423-38-0
• Molecular Formula: C5H12 O2
• Molecular Weight: 104.149
• Hs Code.: 2905399590
• Mol file: 70423-38-0.mol

Synonyms:1,4-Butanediol,2-methyl-, (S)-; (S)-2-Methyl-1,4-butanediol

Chemical Property of (S)-2-Methyl-1,4-butanediol

Chemical Property:

• Vapor Pressure: 0.0392mmHg at 25°C
• Refractive Index: n20/D 1.449
• Boiling Point: 85 °C / 3mmHg
• PKA: 14.91±0.10(Predicted)
• Flash Point: 146 °C
• PSA: 40.46000
• Density: 0.992
• LogP: -0.00280

Purity/Quality:

99.0%Min ^*data from raw suppliers

(S)-2-Methyl-1,4-butanediol ≥97.0% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Used in the synthesis of sex pheromones of pine sawflies.

Technology Process of (S)-2-Methyl-1,4-butanediol

There total 116 articles about (S)-2-Methyl-1,4-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: 100.0%

(R)-methylsuccinic acid dimethyl ester (22644-27-5) → (R)-2-methylbutane-1,4-diol (2938-98-9,70423-38-0,101978-85-2,22644-28-6)

Guidance literature:

(R)-methylsuccinic acid dimethyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 17h; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 100.0%

(4R,5R)-5-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-4-methyl-dihydro-furan-2-one (120263-02-7,127253-14-9) → (R)-2-methylbutane-1,4-diol (2938-98-9,70423-38-0,101978-85-2,22644-28-6)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1016/S0040-4039(01)80599-2

Reference yield: 98.0%

2-(R)-methylsuccinic acid (3641-51-8) → (R)-2-methylbutane-1,4-diol (2938-98-9,70423-38-0,101978-85-2,22644-28-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 17.5h; Inert atmosphere; Heating;

DOI:10.1021/acs.jnatprod.7b01052

upstream raw materials:

(2S,3Ξ)-2-methyl-3-(toluene-4-sulfonyloxy)-succinic acid dimethyl ester

methyl 3-formyl-2-methylpropionate

(1E,3R)-N,N-diethyl-3-methyl-4-<(trimethylsilyl)oxy>but-1-enylamine

(3S)-4,4-dimethoxy-3-methylbutan-1-ol

Downstream raw materials:

(2R)-4-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-2-methylbutan-1-ol

(-)-(3R)-N-benzyl-3-methylpyrrolidine

(3R)-N-tosyl-3-methylpyrrolidine

(S)-2-methylbutane-1,4-diol dibenzoate

Refernces

• 1、 Yang, Xiao-Hui,Yue, Hai-Tao,Yu, Na,Li, Yi-Pan,Xie, Jian-Hua,Zhou, Qi-Lin. "Iridium-catalyzed asymmetric hydrogenation of racemic α-substituted lactones to chiral diols". . p. 1811 - 1814. Retrieved 2017/03/09.
• 2、 Yu, Zhiyong,Eno, Meredith S.,Annis, Alexandra H.,Morken, James P.. "Enantioselective Hydroformylation of 1-Alkenes with Commercial Ph-BPE Ligand". . p. 3264 - 3267. Retrieved 2015/07/15.