[ CAS No. 74440-02-1 ] {[proInfo.proName]}

Name: 74440-02-1|(Z)-2-(2-Aminothiazol-4-yl)-2-(tert-Butoxycarbonylmethoxyimino)acetic acid|98%
Brand: Ambeed
SKU: A111140
Price: 17.0 USD
Availability: InStock
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Quality Control of [ 74440-02-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 74440-02-1 ]

SDS Specification

Alternatived Products of [ 74440-02-1 ]

Product Details of [ 74440-02-1 ]

CAS No. :	74440-02-1	MDL No. :	MFCD06411064
Formula :	C₁₁H₁₅N₃O₅S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	301.32	Pubchem ID :	-
Synonyms :

Safety of [ 74440-02-1 ]

Signal Word:	Danger	Class:	4.1
Precautionary Statements:	P261-P210-P264-P280-P370+P378-P302+P352+P312	UN#:	1325
Hazard Statements:	H302+H312+H332-H315-H319-H228	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 74440-02-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 74440-02-1 ]

[ 74440-02-1 ] Synthesis Path-Downstream 1~19

1
[ 74440-02-1 ]
(6R,7R)-7-Amino-3-((E)-2-{3-[3,4-bis-(4-methoxy-benzyloxy)-phenyl]-isoxazol-5-yl}-vinyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester [ No CAS ]
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-3-((E)-2-{3-[3,4-bis-(4-methoxy-benzyloxy)-phenyl]-isoxazol-5-yl}-vinyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester [ No CAS ]

Reference： [1]Journal of Antibiotics,1995,vol. 48,p. 1371 - 1374

2
[ 74440-02-1 ]
(6R,7R)-7-Amino-3-((E)-2-{3-[2,5-dichloro-3,4-bis-(4-methoxy-benzyloxy)-phenyl]-isoxazol-5-yl}-vinyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester [ No CAS ]
C₅₃H₅₀Cl₂N₆O₁₃S₂ [ No CAS ]

Reference： [1]Journal of Antibiotics,1995,vol. 48,p. 1371 - 1374

3
[ 814-49-3 ]
[ 74440-02-1 ]
[ 204185-34-2 ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 35 - 44

4
[ 3140-73-6 ]
[ 74440-02-1 ]
(2-Amino-thiazol-4-yl)-[(Z)-tert-butoxycarbonylmethoxyimino]-acetic acid 4,6-dimethoxy-[1,3,5]triazin-2-yl ester [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 1339 - 1349

5
[ 74440-02-1 ]
(6R,7R)-3-Allyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 1339 - 1349

6
[ 74440-02-1 ]
(6R,7R)-3-Acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 1339 - 1349

7
[ 74440-02-1 ]
(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 1339 - 1349

8
[ 74440-02-1 ]
3-Allyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 35 - 44

9
[ 74440-02-1 ]
7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 35 - 44

10
[ 74440-02-1 ]
Sodium; 3-acetoxymethyl-7-{2-(2-amino-thiazol-4-yl)-2-[(Z)-tert-butoxycarbonylmethoxyimino]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylate [ No CAS ]

Reference： [1]Synthetic Communications,1998,vol. 28,p. 35 - 44

11
[ 109-02-4 ]
[ 120-78-5 ]
[ 74440-02-1 ]
(Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid 2-benzothiazolylthiol ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethyl phosphite; In acetonitrile;	(6) In 140 ml of dry acetonitrile is suspended 5.42 g (18 mmol) of <strong>[74440-02-1](Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid</strong>, 2.96 ml (27 mmol) of N-methyl morpholine and then 7.2 g (21.6 mmol) of bis-benzothiazol-2-yl disulfide are added, and the mixture is cooled to 0 C. A solution of 5.38 ml (31.4 mmol) of triethyl phosphite in 35 ml of dry acetonitrile is added dropwise over 4.5 hours and the mixture is stirred at the same temperature for 30 minutes and then cooled to -10 C. The resulting crystalline precipitate is collected by filtration, washed with a small amount of acetonitrile and dried under reduced pressure to give 5.1 g of <strong>[74440-02-1](Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid</strong> 2-benzothiazolylthiol ester. IRnu (KBr) cm-1: 3400, 3120, 1738, 1710, 1620, 1540, 1450, 1415, 1370. NMR (d6 -DMSO) delta: 1.50 (9H, s, CH3 x 3), 4.78 (2H, s, NOCH2 COO), 7.10 (1H, s, thiazole-5H), 7.4-7.65 (2H, m, aromatic protons), 8.0-8.3 (2H, m, aromatic protons.
	With triethyl phosphite; In acetonitrile;	(1) In 140 ml of dry acetonitrile is suspended 5.42 g (18 mmol) of <strong>[74440-02-1](Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid</strong>, 2.96 ml (27 mmol) of N-methyl morpholine and then 7.2 g (21.6 mmol) of bis-benzothiazol-2-yl disulfide are added, and the mixture is cooled to 0 C. A solution of 5.38 ml (31.4 mmol) of triethyl phosphite in 35 ml of dry acetonitrile is added dropwise over 4.5 hours and the mixture is stirred at the same temperature for 30 minutes and then cooled to -10 C. The resulting crystalline precipitate is collected by filtration, washed with a small amount of acetonitrile and dried under reduced pressure to give 5.1 g of <strong>[74440-02-1](Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid</strong> 2-benzothiazolylthiol ester. IR nu (KBr) cm-1: 3400, 3120, 1738, 1710, 1620, 1540, 1450, 1415, 1370. NMR (d6 -DMSO) delta: 1.50 (9H, s, CH3 *3), 4.78 (2H, s, NOCH2 COO), 7.10 (1H, s, thiazole-5H), 7.4-7.65 (2H, m, aromatic protons), 8.0-8.3 (2H, m, aromatic protons).

Reference： [1]Patent: US4572801,1986,A
[2]Patent: US4695639,1987,A

12
p-nitrobenzyl (Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetate [ No CAS ]
[ 74440-02-1 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride;palladium; In tetrahydrofuran; water;	(5) In 1.2 l of tetrahydrofuran is dissolved 20 g (45.9 mmol) of p-nitrobenzyl (Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetate and, after addition of 20 g of 10% palladium-on-carbon, hydrogen gas is bubbled into the solution. After completion of the reaction, the catalyst is filtered off, and the filtrate is poured into 300 ml of water. The mixture is adjusted to about pH 8 with 5% aqueous sodium bicarbonate and washed with three 200-ml portions of ethyl acetate. The aqueous layer is adjusted to pH about 2 with 10% HCl and cooled to 5 C. or lower. The resulting crystalline precipitate is collected by filtration, washed with water and dried under reduced pressure to give 11.1 g of (Z)-2-(2-amino-4-thiazolyl)-2-(t-butoxycarbonylmethoxyimino)acetic acid. IRnu (KBr) cm-1: 3310, 3125, 1740, 1640, 1605, 1585. NMR (d6 -DMSO) delta: 1.48 (9H, s, CH3 x 3), 4.58 (2H, s, OCH2 COO), 6.86 (1H, s, thiazole-5H).

Reference： [1]Patent: US4572801,1986,A

13
[ 74440-02-1 ]
tert-butyl 2-((Z)-1-(2-(tert-butoxycarbonylamino)thiazol-4-yl)-2-((2S,3S)-2-methyl-4-oxoazetidin-3-ylamino)-2-oxoethylideneaminooxy)acetate [ No CAS ]