CBZ-ALPHA-ALLYL-L-GLY
- Product Name
- CBZ-ALPHA-ALLYL-L-GLY
- CAS No.
- 78553-51-2
- Chemical Name
- CBZ-ALPHA-ALLYL-L-GLY
- Synonyms
- Z-ALGLY-OH;Z-(ALLYL)GLY-OH;A-(ALLYL)GLY-OH;Z-L-Allylglycine;Cbz-L-Allylglycine;L-CBZ-ALLYLGLYCINE;Cbz-S-Allylglycine;RARECHEM AL CF 0941;CBZ-ALPHA-ALLYL-L-GLY;(S)-2-CBZ-AMINO-4-PENTENOIC ACID
- CBNumber
- CB0740661
- Molecular Formula
- C13H15NO4
- Formula Weight
- 249.26
- MOL File
- 78553-51-2.mol
CBZ-ALPHA-ALLYL-L-GLY Property
- storage temp.
- 2-8°C
- form
- Solid
- color
- White to off-white
- optical activity
- Consistent with structure
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- P228100
- Product name
- (2S)-2-[[(phenylmethoxy)carbonyl]amino]-4-Pentenoicacid
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- AAA0001844
- Product name
- CBZ-ALPHA-ALLYL-L-GLY
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.91
- Updated
- 2021/12/16
- Product number
- 176488
- Product name
- (2S)-2-{[(Benzyloxy)carbonyl]amino}-4-pentenoic acid
- Packaging
- 1g
- Price
- $540
- Updated
- 2021/12/16
- Product number
- AS47024
- Product name
- (S)-2-(((Benzyloxy)carbonyl)amino)pent-4-enoic acid
- Purity
- 97% ee
- Packaging
- 5G
- Price
- $620
- Updated
- 2021/12/16
- Product number
- AAA0001844
- Product name
- CBZ-ALPHA-ALLYL-L-GLY
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $880
- Updated
- 2021/12/16
CBZ-ALPHA-ALLYL-L-GLY Chemical Properties,Usage,Production
Uses
(2S)-2-[[(phenylmethoxy)carbonyl]amino]-4-Pentenoic acid is a useful building block, and has been used in the regioselective preparation of nonracemic silylated amino acids.
Synthesis
13139-17-8
16338-48-0
78553-51-2
(S)-(-)-2-Amino-4-pentenoic acid (2.0 g) was suspended in dioxane (80 mL) at room temperature and triethylamine (4.3 g), water (2.0 mL) and N-(phenylmethoxycarbonyloxy)succinimide (9.1 g) were added sequentially. The reaction mixture was stirred overnight at room temperature and then concentrated under vacuum. Subsequently, the reaction mixture was diluted with saturated NaHCO3 solution and extracted with ether (3 x 80 mL). The basic aqueous layer was acidified to pH 2 with 2N HCl and extracted with EtOAc (3 x 80 mL). The EtOAc layers were combined, washed with brine, dried over anhydrous Na2SO4, filtered and the solvent evaporated. Finally, a viscous oily product (4.41 g, quantitative yield) was obtained by concentration from toluene (2 × 20 mL). The product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 2.31-2.50 (m, 2H), 4.00-4.06 (m, 1H), 5.03 (s, 2H), 5.05-5.12 (m, 2H), 5.71-5.84 (m, 1H), 7.35 (m, 5H), 7.53 (d, 1H), 12.57 (bs, 1H). Mass spectrometry analysis (APCI) showed m/z = 250 ([M+H]+).LC/MS analysis (Method A) showed a retention time of 2.30 min.
References
[1] Patent: WO2004/80983, 2004, A1. Location in patent: Page 47
[2] Tetrahedron, 2013, vol. 69, # 30, p. 6275 - 6284
[3] Organic Letters, 2006, vol. 8, # 2, p. 239 - 242
[4] Patent: WO2011/15241, 2011, A1. Location in patent: Page/Page column 187; 398
[5] Patent: US2012/270881, 2012, A1. Location in patent: Page/Page column 116
CBZ-ALPHA-ALLYL-L-GLY Preparation Products And Raw materials
Raw materials
Preparation Products
CBZ-ALPHA-ALLYL-L-GLY Suppliers
- Tel
- --
- Fax
- --
- sales@rarechem.de
- Country
- Germany
- ProdList
- 6297
- Advantage
- 38