75571
Trimethyl orthobutyrate
purum, ≥97.0% (GC)
Synonym(s):
1,1,1-Trimethoxybutane
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About This Item
Linear Formula:
CH3CH2CH2C(OCH3)3
CAS Number:
Molecular Weight:
148.20
Beilstein:
1737319
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
grade
purum
Quality Level
Assay
≥97.0% (GC)
form
liquid
refractive index
n20/D 1.404 (lit.)
n20/D 1.404
bp
145-147 °C (lit.)
density
0.926 g/mL at 25 °C (lit.)
SMILES string
CCCC(OC)(OC)OC
InChI
1S/C7H16O3/c1-5-6-7(8-2,9-3)10-4/h5-6H2,1-4H3
InChI key
JAFMOTJMRSZOJE-UHFFFAOYSA-N
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Application
Trimethyl orthobutyrate can be used for:
It can also be used in the total synthesis of dl-camptothecin, Olmesartan Medoxomil, DE and CDE ring analogs of camptothecin, and homologs of 1,25-dihydroxyvitamin D3.
- Acylation at OH-9 of N-acetylneuraminic acid and N-glycoloylneuraminic acid to give the corresponding 9-O-acylated derivatives.
- Conversion of 2-amino-N-(1-H-benzimidazol-2-yl)benzamide to 2-propyl-3-benzimidazolyl-4(3H)-quinazolinone.
- Preparation of 2-propyl substituted benzimidazoles from 1,2-benzenediamines.
It can also be used in the total synthesis of dl-camptothecin, Olmesartan Medoxomil, DE and CDE ring analogs of camptothecin, and homologs of 1,25-dihydroxyvitamin D3.
Other Notes
Reagent for preparing cyclic 17,21-methyl orthobutyrates of corticoids
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
122.0 °F - closed cup
Flash Point(C)
50 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Efficient synthesis of olmesartan medoxomil, an antihypertensive drug.
Babu K S, et al.
Synthetic Communications, 39(2), 291-298 (2008)
Characterization of new PPARγ agonists: Benzimidazole derivatives-importance of positions 5 and 6, and computational studies on the binding mode.
Goebel M, et al.
Bioorganic & Medicinal Chemistry, 18(16), 5885-5895 (2010)
Total synthesis of dl-camptothecin.
Tang C S, et al.
Journal of the American Chemical Society, 97(1), 159-167 (1975)
R. Vitali et al.
Gazzetta Chimica Italiana, 96, 1115-1115 (1966)
17-esters and 17,21-diesters of 9-alpha, 11-beta-dichlorocorticoids. Synthesis and anti-inflammatory activity.
E Shapiro et al.
Steroids, 9(2), 143-156 (1967-02-01)
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