H-3-Cl-Ala-OH | L-β-Chloroalanine | Antibacterial

Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of H-3-Cl-Ala-OH Purity: 95% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of H-3-Cl-Ala-OH

CAS No. :	2731-73-9
Formula :	C₃H₆ClNO₂
M.W :	123.54
SMILES Code :	O=C(O)[C@@H](N)CCl
Synonyms :	L-β-Chloroalanine; β-Chloro-L-alanine
MDL No. :	MFCD00046536
InChI Key :	ASBJGPTTYPEMLP-REOHCLBHSA-N
Pubchem ID :	439772

Safety of H-3-Cl-Ala-OH

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H332-H335
Precautionary Statements:	P280-P305+P351+P338-P310

Application In Synthesis of H-3-Cl-Ala-OH

* 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 [ 2731-73-9 ]
Downstream synthetic route of [ 2731-73-9 ]

[ 2731-73-9 ] Synthesis Path-Upstream 1~1

1
[ 2731-73-9 ]
[ 108-98-5 ]
[ 34317-61-8 ]

References: [1] Patent: US6372941, 2002, B1, . Location in patent: Page column 20.
[2] Agricultural and Biological Chemistry, 1989, vol. 53, # 9, p. 2481 - 2487.

[ 2731-73-9 ] Synthesis Path-Downstream 1~21

1
[ 74-93-1 ]
[ 2731-73-9 ]
[ 66255-16-1 ]

References: [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 2397 - 2398.

2
[ 24424-99-5 ]
[ 2731-73-9 ]
[ 87156-12-5 ]

References: [1]Journal of Medicinal Chemistry,1983,vol. 26,p. 1733 - 1741.

3
[ 96289-13-3 ]
[ 2731-73-9 ]
[ 57213-09-9 ]

References: [1]Bulletin of the Chemical Society of Japan,1990,vol. 63,p. 1032 - 1038.

4
[ 2731-73-9 ]
[ 921-01-7 ]

References: [1]Agricultural and Biological Chemistry,1981,vol. 45,p. 2397 - 2398.
[2]Agricultural and Biological Chemistry,1982,vol. 46,p. 3003 - 3010.

5
[ 2731-73-9 ]
[ 115-11-7 ]
[ 103775-96-8 ]

References: [1]Journal of Medicinal Chemistry,1983,vol. 26,p. 1733 - 1741.

6
[ 21856-94-0 ]
[ 2731-73-9 ]
Se-(4-methylphenyl)-D-selenocysteine [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1996,vol. 39,p. 2040 - 2046.

7
[ 7664-41-7 ]
[ 2731-73-9 ]
[ 515-94-6 ]

References: [1]Helvetica Chimica Acta,1923,vol. 6,p. 957.

8
[ 2731-73-9 ]
[ 60-24-2 ]
[ 85955-36-8 ]

References: [1]Organic and Biomolecular Chemistry,2005,vol. 3,p. 3357 - 3364.

9
[ 2731-73-9 ]
[ 1694-92-4 ]
[ 356519-34-1 ]

References: [1]Patent: EP1179530,2002,A1 .Location in patent: Example 14.

10
[ 2731-73-9 ]
[ 1758-77-6 ]

Yield	Reaction Conditions	Operation in experiment
95%	With triethylamine;	Example 9 Production of (S)-aziridine-2-carboxylic acid 15.0 g (121 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was mixed with 295 ml of purified water and then cooled to give an internal temperature of 10 C. Then 38.0 g (376 mmol) of triethylamine was added thereto over 1 hour and 30 minutes while maintaining the internal temperature at 10 C. After the completion of the addition, the resulting mixture was heated to an internal temperature of 50 C. at a rate of about 10 C./hr. After reacting at the internal temperature of 50 C. to make the residual ratio of <strong>[2731-73-9](S)-3-chloroalanine</strong> of 1% or less (about 3 hours), the reaction mixture was cooled to give an internal temperature of 5 C. This liquid reaction mixture contained 10.01 g (115 mmcol) of (S)-aziridine-2-carboxylic acid (yield: 95%).

References: [1]Patent: EP1179530,2002,A1 .Location in patent: Example 13.
[2]Patent: US2003/32814,2003,A1 .
[3]Patent: EP1179530,2002,A1 .Location in patent: Example 9-11.
[4]Patent: EP1179530,2002,A1 .Location in patent: Example 12.
[5]Patent: EP1179530,2002,A1 .Location in patent: Example 7.
[6]Patent: EP1179530,2002,A1 .Location in patent: Example 6.
[7]Patent: EP1179530,2002,A1 .Location in patent: Example 1-5; referential 1,3,4.
[8]Patent: EP1179530,2002,A1 .Location in patent: Referential example 2.

11
(S)-aziridine-carboxylic acid [ No CAS ]
[ 2731-73-9 ]
[ 1758-77-6 ]

Yield	Reaction Conditions	Operation in experiment
53%	With sodium hydroxide;	Referential Example 3 Production of (S)-aziridine-2-carboxylic acid To 20 mL of a 0.8095 N aqueous solution of sodium hydroxide heated to 50 C., 1.0 g (8.095 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was added. After stirring at 50 C. for 1 hour, the mixture was cooled to give an internal temperature of about 25 C. This liquid reaction mixture contained 373 mg (4.290 mmol) of (S)-aziridine-carboxylic acid (yield: 53%).
47%	With sodium hydroxide;	Referential Example 4 Production of (S)-aziridine-2-carboxylic acid To 20 mL of a 0.8095 N aqueous solution of sodium hydroxide adjusted to 25 C., 0.1 g (8.095 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was added. After stirring at 25 C. for 24 hours, the liquid reaction mixture contained 331 mg (3.800 mmol) of (S)-aziridine-carboxylic acid (yield: 47%).
29%	With sodium hydroxide;	Referential Example 1 Production of (S)-aziridine-2-carboxylic acid 1.02 g (8.256 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was mixed with 2.94 mL of purified water. Then 2.451 g of a 7.15 N aqueous solution of sodium hydroxide was dropped thereinto over 30 minutes at 25 C. and the resulting mixture was stirred at 25 C. for 24 hours. This liquid reaction mixture contained 206 mg (2.36 mmol) of (S)-aziridine-carboxylic acid (yield: 29%).

13%

With potassium hydroxide;

Referential Example 2 Production of (S)-aziridine-2-carboxylic acid 1.00 g (8.094 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was mixed with 4.20 ml of purified water. Then 2.60 g of a 6.306 N aqueous solution of potassium hydroxide was dropped thereinto over 15 minutes at 25 C. Then the resulting mixture was heated to 60 C. and stirred for 4 hours. Then, it was cooled to give an internal temperature of about 25 C. This liquid reaction mixture contained 91.6 mg (1.05 mmol) of (S)-aziridine-carboxylic acid (yield: 13%).

References: [1]Patent: US2003/32814,2003,A1 .
[2]Patent: US2003/32814,2003,A1 .
[3]Patent: US2003/32814,2003,A1 .
[4]Patent: US2003/32814,2003,A1 .

12
[ 2731-73-9 ]
[ 1694-92-4 ]
[ 908147-19-3 ]

Yield	Reaction Conditions	Operation in experiment
60%	With hydrogenchloride; lithium hydroxide monohydrate; sodium chloride; In water; ethyl acetate; acetone;	Example 14 Production of (S)-N-2-nitrobenzenesulfonyl-aziridine-2-carboxylic acid 200 mg (1.62 mmol) of <strong>[2731-73-9](S)-3-chloroalanine</strong> was dissolved in 4.0 mL of water. After adding 136 mg (3.24 mmol) of lithium hydroxide monohydrate, the resulting mixture was slowly heated to 50 C. and then stirred for 3 hours. The reaction container was ice-cooled and 6.4 mL of acetone, 431 mg (1.94 mmol) of 2-nitrobenzenesulfonyl chloride and 68 mg (1.62 mmol) of lithium hydroxide monohydrate were successively added thereto at an internal temperature of 5 C. After 1 hour, 30 mL of ethyl acetate was added. Further, 6 N hydrochloric acid was added to adjust to pH 2.0. Then the reaction mixture was divided into layers and the organic layer was collected. The aqueous layer was extracted with 50 mL portions of ethyl acetate twice to give an organic layer. The organic layers thus obtained were combined, washed successively with 50 mL of water and 50 mL of a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and filtered. After distilling off the solvent under reduced pressure, 265 mg of (S)-N-2-nitrobenzenesulfonyl-aziridine-2-carboxylic acid was obtained. Yield: 60%. 1H-NMR (400 MHz, CDCl3) delta2.80 (d, J=4.4 Hz, 1H), 3.10 (d, J=7.3 Hz, 1H), 3.61 (dd, J=4.4, 7.3 Hz, 1H), 7.77-7.82 (m, 3H), 8.23-8.27 (m, 1H).

References: [1]Patent: US2003/32814,2003,A1 .

14
[ 32294-60-3 ]
[ 2731-73-9 ]
C₉H₁₁NO₂Te [ No CAS ]