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

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CBZ-ALPHA-ALLYL-L-GLY Property

storage temp.: 2-8°C
form: Solid
color: White to off-white
optical activity: Consistent with structure

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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.

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N-Bromosuccinimide Price

TRC

Product number: P228100
Product name: (2S)-2-[[(phenylmethoxy)carbonyl]amino]-4-Pentenoicacid
Packaging: 500mg
Price: $220
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: AAA0001844
Product name: CBZ-ALPHA-ALLYL-L-GLY
Purity: 95.00%
Packaging: 5MG
Price: $496.91
Updated: 2021/12/16

Matrix Scientific

Product number: 176488
Product name: (2S)-2-{[(Benzyloxy)carbonyl]amino}-4-pentenoic acid
Packaging: 1g
Price: $540
Updated: 2021/12/16

Activate Scientific

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

American Custom Chemicals Corporation

Product number: AAA0001844
Product name: CBZ-ALPHA-ALLYL-L-GLY
Purity: 95.00%
Packaging: 1G
Price: $880
Updated: 2021/12/16

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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

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CBZ-ALPHA-ALLYL-L-GLY Suppliers

China 51 Germany 1 India 1 Japan 1 United Kingdom 2 United States 7 Global 63

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78553-51-2, CBZ-ALPHA-ALLYL-L-GLYRelated Search:

METHYL-2-BOC-AMINO-4-PENTENOIC ACID L-Propargylglycine DL-PROPARGYLGLYCINE (S)-N-BOC-Propargylglycine (R)-METHYL-2-BOC-AMINO-4-PENTENOIC ACID DL-2-AMINO-4-PENTENOIC ACID 2-(Tert-Butoxycarbonylamino)Pent-4-Enoic Acid Boc-D-Allylglycine (S)-N-Boc-allylglycine (S)-Methyl-2-Boc-AMino-4-pentenoic acid D-Allylglycine CBZ-ALPHA-ALLYL-D-GLY L-Allylglycine CBZ-ALPHA-ALLYL-L-GLY CBZ-ALPHA-ALLYL-L-ALA

N-ALPHA-CARBOBENZOXY-L-ALPHA-ALLYL-GLYCINE

RARECHEM AL CF 0941

Z-ALGLY-OH

A-(ALLYL)GLY-OH

CBZ-(S)-2-AMINO-4-PENTENOIC ACID

CBZ-ALPHA-ALLYL-L-GLY

(S)-2-CBZ-AMINO-4-PENTENOIC ACID

L-CBZ-ALLYLGLYCINE

Z-(ALLYL)GLY-OH

Cbz-L-Allylglycine

(2S)-2-{[(Benzyloxy)carbonyl]amino}-4-pentenoic acid

Cbz-S-Allylglycine

(S)-N-CBZ-2-(AMINO)PENT-4-ENOIC ACID

(2S)-2-(phenylmethoxycarbonylamino)pent-4-enoic acid

(2S)-2-[[(phenylmethoxy)carbonyl]amino]-4-Pentenoic acid

4-Pentenoic acid, 2-[[(phenylmethoxy)carbonyl]amino]-, (2S)-

(2S)-2-(((Benzyloxy)carbonyl)amino)pent-4-enoic acid

N-α-Carbobenzoxy-L-α-allylglycine

Z-L-Allylglycine

78553-51-2