3,3-Dimethylbutane-1,2,4-triol

Base Information

• Chemical Name: 3,3-Dimethylbutane-1,2,4-triol
• CAS No.: 15833-80-4
• Molecular Formula: C6H14 O3
• Molecular Weight: 134.175
• European Community (EC) Number: 239-936-1
• DSSTox Substance ID: DTXSID00935904
• Nikkaji Number: J219.846K
• Mol file: 15833-80-4.mol

Synonyms:3,3-Dimethylbutane-1,2,4-triol;15833-80-4;3,3-Dimethyl-1,2,4-butanetriol;EINECS 239-936-1;1,2,4-Butanetriol, 3,3-dimethyl-;starbld0030111;SCHEMBL1967660;DTXSID00935904;MFCD26404428;AT14494;(R)-3,3-Dimethyl-1,2,4-butanetriol;SY292445;EN300-1845479

Chemical Property of 3,3-Dimethylbutane-1,2,4-triol

Chemical Property:

• Vapor Pressure: 0.000304mmHg at 25°C
• Melting Point: 72 °C
• Boiling Point: 286.2°Cat760mmHg
• PKA: 14.13±0.20(Predicted)
• Flash Point: 141.8°C
• PSA: 60.69000
• Density: 1.113g/cm³
• LogP: -0.64190
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 134.094294304
• Heavy Atom Count: 9
• Complexity: 80.4

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CO)C(CO)O

Technology Process of 3,3-Dimethylbutane-1,2,4-triol

There total 4 articles about 3,3-Dimethylbutane-1,2,4-triol 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%

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-1,4-butanediol (371198-97-9) → 3,3-dimethyl-1,2,4-butanetriol (15833-80-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 12h;

DOI:10.1023/A:1012404018676

Reference yield: 78.0%

pantolactone (79-50-5) → 3,3-dimethyl-1,2,4-butanetriol (15833-80-4)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 25 ℃; for 4h;

Reference yield:

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-4-butanolide (371198-80-0) → 3,3-dimethyl-1,2,4-butanetriol (15833-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / LiAlH₄ / diethyl ether / 20 °C

2: 98 percent / p-toluenesulfonic acid / methanol / 12 h / 20 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In methanol; diethyl ether;

DOI:10.1023/A:1012404018676

upstream raw materials:

pantolactone

diethyl 3,3-dimethyl-2-ketosuccinate

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-1,4-butanediol

3,3-dimethyl-2-(2-tetrahydrofuryloxy)-4-butanolide

Downstream raw materials:

(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-methoxy-2,2-dimethylundecan-3,7-dione

(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-7-(1,3-dithiane)-5-hydroxy-2,2-dimethylundecan-3-one

(Z)-1,4-dibenzyloxy-3,3-dimethyl-2-(trimethylsilyloxy)-1-butene

Refernces

• 1、 -. "CYCLIC COMPOUNDS AND METHODS OF USING SAME". Page/Page column 173-174. . Retrieved 2021/07/02.
• 2、 -. "AURISTATIN DERIVATIVES AND CONJUGATES THEREOF". Page/Page column 84; 85. . Retrieved 2016/01/01.