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Merck
CN

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:
43083-12-1
Molecular Weight:
148.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329766133
EC Number:
256-079-9
Beilstein/REAXYS Number:
1737319
MDL number:
MFCD00008480
Assay:
≥97.0% (GC)
Form:
liquid

Key Documents

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InChI key

JAFMOTJMRSZOJE-UHFFFAOYSA-N

InChI

1S/C7H16O3/c1-5-6-7(8-2,9-3)10-4/h5-6H2,1-4H3

SMILES string

CCCC(OC)(OC)OC

grade

purum

assay

≥97.0% (GC)

form

liquid

Quality Level

300

bp

145-147 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

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Application

Trimethyl orthobutyrate can be used for:
  • 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

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

122.0 °F - closed cup

flash_point_c

50 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBS1688V
BCCH3720
BCBX0155
BCBS7887V

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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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