Cas no 149544-01-4 (tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate)
Tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate is a synthetic intermediate primarily used in the preparation of β-lactam antibiotics, particularly cephalosporins. Its key structural features include a 2-amino-1,3-thiazole ring and a methoxyimino group, which contribute to enhanced stability and antimicrobial activity in derived compounds. The tert-butyl ester moiety improves solubility and facilitates further synthetic modifications. This compound is valued for its role in producing broad-spectrum antibiotics with improved resistance to β-lactamases. Its high purity and well-defined stereochemistry (Z-configuration) ensure consistent performance in pharmaceutical synthesis. Proper handling under controlled conditions is recommended due to its sensitivity to moisture and heat.
149544-01-4 structure
Product Name:tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate
CAS No:149544-01-4
MF:C10H15N3O3S
MW:257.30940079689
CID:5688537
PubChem ID:88086342
Update Time:2025-06-09
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate Chemical and Physical Properties
Names and Identifiers
-
- EN300-6748013
- 149544-01-4
- SCHEMBL7079213
- tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate
- 4-Thiazoleacetic acid, 2-amino-α-(methoxyimino)-, 1,1-dimethylethyl ester
-
- Inchi： 1S/C10H15N3O3S/c1-10(2,3)16-8(14)7(13-15-4)6-5-17-9(11)12-6/h5H,1-4H3,(H2,11,12)/b13-7-
- InChI Key： ZPQCGTXGFYVMES-QPEQYQDCSA-N
- SMILES： S1C(N)=NC(=C1)/C(/C(=O)OC(C)(C)C)=N/OC
Computed Properties
- Exact Mass: 257.08341252g/mol
- Monoisotopic Mass: 257.08341252g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 7
- Heavy Atom Count: 17
- Rotatable Bond Count: 5
- Complexity: 314
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 1
- Undefined Bond Stereocenter Count: 0
- XLogP3: 2.2
- Topological Polar Surface Area: 115?2
Experimental Properties
- Density: 1.29±0.1 g/cm3(Predicted)
- Boiling Point: 374.1±34.0 °C(Predicted)
- pka: 2.57±0.10(Predicted)
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-6748013-0.05g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 0.05g |
$323.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-0.1g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 0.1g |
$339.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-0.25g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 0.25g |
$354.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-0.5g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 0.5g |
$370.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-1.0g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 1g |
$385.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-2.5g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 2.5g |
$754.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-5.0g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 5g |
$1115.0 | 2023-05-30 | ||
| Enamine | EN300-6748013-10.0g |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate |
149544-01-4 | 10g |
$1654.0 | 2023-05-30 |
tert-butyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetate Related Literature
-
J. Matthew Kurley,Phillip W. Halstenberg,Abbey McAlister,Stephen Raiman,Richard T. Mayes RSC Adv., 2019,9, 25602-25608
-
Brindha J.,Balamurali M. M.,Kaushik Chanda RSC Adv., 2019,9, 34720-34734
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Shun-Ze Zhan,Mian Li,Xiao-Ping Zhou,Dan Li,Seik Weng Ng RSC Adv., 2011,1, 1457-1459
-
Nan Fu,Naphaporn Chiewchan,Xiao Dong Chen Food Funct., 2020,11, 211-220
-
Dan Yang,Yanping Zhou,Xianhong Rui,Jixin Zhu,Ziyang Lu,Eileen Fong,Qingyu Yan RSC Adv., 2013,3, 14960-14962
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