[ CAS No. 82009-34-5 ] {[proInfo.proName]}

Name: 82009-34-5|(Z)-7-(((R)-2-Amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoic acid|95%
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SKU: A371776
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Quality Control of [ 82009-34-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 82009-34-5 ]

Product Details of [ 82009-34-5 ]

CAS No. :	82009-34-5	MDL No. :	MFCD00867379
Formula :	C₁₆H₂₆N₂O₅S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	358.45	Pubchem ID :	-
Synonyms :	MK0791	Chemical Name :	(Z)-7-(((R)-2-Amino-2-carboxyethyl)thio)-2-((S)-2,2-dimethylcyclopropane-1-carboxamido)hept-2-enoic acid

Safety of [ 82009-34-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 82009-34-5 ]

* 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.

Upstream synthesis route of [ 82009-34-5 ]
Downstream synthetic route of [ 82009-34-5 ]

[ 82009-34-5 ] Synthesis Path-Upstream 1~11

1
[ 877674-77-6 ]
[ 52-89-1 ]
[ 82009-34-5 ]

Yield	Reaction Conditions	Operation in experiment
78%	Stage #1: With sodium hydroxide In water at 5℃; for 0.166667 h; Stage #2: at 45 - 50℃; for 0.166667 h;	At 5° C ,10.5 g of sodium hydroxide was added to 65 g of water,Stirring for 10min,10 g of the compound (Z) -7-chloro-2 ((S) -2,2-dimethylcyclopropylcarboxamido) -2-heptenoic acid represented by the formula (V)Stirring for 10 min;At 45° C ,8 g of cysteine hydrochloride monohydrate was added, stirred for 10 min,The reaction begins at 50 ° C,(Z) -7-chloro-2 ((S) -2,2-dimethylcyclopropylcarboxamido) -2-heptenoic acid in the resulting reaction solution by HPLC was less than 5 percent To complete the reaction;After cooling to 20° C ,To the solution was added 223 g of water,Stir,To the solution was slowly added 6M hydrochloric acid solution,Adjust the pH to 2. The obtained solution was added to the Φ45 * 4.0m macroporous adsorption resin column HZ-816, eluted with water, and the conductivity of the collected liquid was less than 100us / cm, and then the aqueous solution was eluted with an aqueous solution of ethanol. The ethanol and water The mass ratio was 15:85 and the elution temperature was 25 ° C. (Z) -7-chloro-2 - ((S) -2,2-dimethylcyclopropylcarboxyl) was added to the above raw material under reduced pressure to collect the material liquid having a conductivity of 100 μ / cm or more 2-heptenoic acid) to obtain the compound of formula (VI). After the addition of 200 g of acetone in the cilastatin, the seeds were incubated at -30 ° C for 6 h, filtered and dried The water content in the obtained cilastatin was less than 3percent, and 7.8 g of the pale yellow cilastatin was obtained. The purity was 99.4percent by HPLC and the yield was 78percent.

Reference： [1] Patent: CN106518741, 2017, A, . Location in patent: Paragraph 0087; 0088; 0092; 0093; 0097; 0098; 0102-0163
[2] Patent: US7371897, 2008, B1, . Location in patent: Page/Page column 7
[3] Patent: US2009/143614, 2009, A1, . Location in patent: Page/Page column 4
[4] Patent: US2009/143614, 2009, A1, . Location in patent: Page/Page column 4
[5] Patent: WO2011/80648, 2011, A1, . Location in patent: Page/Page column 11
[6] Patent: EP2402312, 2012, A1, . Location in patent: Page/Page column 6
[7] Patent: CN107522642, 2017, A, . Location in patent: Paragraph 0036; 0041

2
[ 877674-77-6 ]
[ 82009-34-5 ]

Reference： [1] Patent: US2012/253066, 2012, A1, . Location in patent: Page/Page column 4

3
[ 75885-58-4 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090
[2] Patent: EP2402312, 2012, A1,
[3] Patent: EP2402312, 2012, A1,
[4] Patent: CN107522642, 2017, A,

4
[ 78834-75-0 ]
[ 82009-34-5 ]

Reference： [1] Patent: EP2402312, 2012, A1,
[2] Patent: EP2402312, 2012, A1,
[3] Patent: CN107522642, 2017, A,

5
[ 75885-59-5 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

6
[ 14590-53-5 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

7
[ 107872-93-5 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

8
[ 107871-17-0 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

9
[ 107871-16-9 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

10
[ 107871-21-6 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090

11
[ 52-90-4 ]
[ 78834-80-7 ]
[ 82009-34-5 ]

Reference： [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 6, p. 1074 - 1090