BOC-DAP(Z)-OH

Product Name: BOC-DAP(Z)-OH
CAS No.: 65710-57-8
Chemical Name: BOC-DAP(Z)-OH
Synonyms: BOC-DAP(Z)-OH;Boc-Dap(Cbz)-OH;Boc-L-Dap(Z)-OH;BOC-DAP(Z)-OH USP/EP/BP;(Tert-Butoxy)Carbonyl Dap(Z)-OH;Boc-N3-Cbz- L-2,3-diaminopropionic acid;N2-Boc-N3-Cbz-L-2,3-diaminopropionic acid;(S)-3-CBZ-AMINO-2-BOC-AMINO PROPIONIC ACID;N3-Z-(2S)-N2-Boc-2,3-Diaminopropionic acid;N3-Cbz-(2S)-N2-Boc-2,3-diaminopropionic acid
CBNumber: CB2126061
Molecular Formula: C16H22N2O6
Formula Weight: 338.36
MOL File: 65710-57-8.mol

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BOC-DAP(Z)-OH Property

Boiling point:: 548.7±50.0 °C(Predicted)
Density: 1.235
storage temp.: 2-8°C
form: Solid
pka: 3.68±0.10(Predicted)
color: White to off-white
InChI: InChI=1S/C16H22N2O6/c1-16(2,3)24-15(22)18-12(13(19)20)9-17-14(21)23-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,18,22)(H,19,20)/t12-/m0/s1
InChIKey: QKMSMVGTLTVHLK-LBPRGKRZSA-N
SMILES: C(O)(=O)[C@H](CNC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference: 65710-57-8

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Safety

HS Code: 2924297099

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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P330Rinse mouth.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: B201213
Product name: BOC-N3-CBZ-L-2,3-diaminopropionicAcid
Packaging: 50mg
Price: $45
Updated: 2021/12/16

TRC

Product number: B201213
Product name: BOC-N3-CBZ-L-2,3-diaminopropionicAcid
Packaging: 100mg
Price: $60
Updated: 2021/12/16

Activate Scientific

Product number: AS36558
Product name: Boc-N3-Cbz- L-2,3-diaminopropionic acid
Purity: 97+% ee
Packaging: 1g
Price: $32
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB111280
Product name: Boc-Dap (Z)-OH
Packaging: 500mg
Price: $40
Updated: 2021/12/16

Activate Scientific

Product number: AS36558
Product name: Boc-N3-Cbz- L-2,3-diaminopropionic acid
Purity: 97+% ee
Packaging: 5G
Price: $59
Updated: 2021/12/16

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BOC-DAP(Z)-OH Chemical Properties,Usage,Production

Uses

BOC-N3-CBZ-L-2,3-diaminopropionic Acid is a useful intermediate for organic synthesis.

Synthesis

76387-70-7

501-53-1

65710-57-8

General procedure for the synthesis of (S)-3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propionic acid from (R)-3-amino-2-((tert-butoxycarbonyl)amino)propionic acid and benzyl chloroformate: N2-(tert-butoxycarbonyl)-L-2,3-diaminopropionic acid (3.8 g, 0.018 mol, 1 eq.) was dissolved in a 10% sodium carbonate aqueous solution (2.2 eq.) and 1,4-dioxane (38 mL) in a solvent mixture. Benzyl chloroformate (3 mL, 0.020 mol, 1.1 eq.) was added dropwise to this solution at 25 °C and the reaction mixture was stirred at the same temperature for 3 hours. After completion of the reaction, the mixture was poured into water (100 mL) and washed with ether (100 mL). Subsequently, the pH was adjusted to 2 by adding 37% hydrochloric acid (6 mL) to the aqueous phase and extracted with ethyl acetate (100 mL). The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give a colorless oil, which was further dried under vacuum to give a white foamy product. The yield was 93% with a yield of 5.9 g. The product was detected by thin layer chromatography (silica gel, unfolding agent was dichloromethane/methanol/acetic acid, v/v/v) with Rf value and confirmed by 1H NMR (DMSO-d6) spectrum: δ 12.6 (1H, broad single peak); 7.35 (5H, multiple peaks); 6.94 (1H, double peak); 5.0 (2H, single peak); 4.1 (2H, multiple peaks); 1.4 (9H, single peak).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 23, p. 6039 - 6042
[2] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4581 - 4588
[3] Journal of Medicinal Chemistry, 2009, vol. 52, # 15, p. 4650 - 4656
[4] Patent: WO2005/21558, 2005, A2. Location in patent: Page/Page column 224
[5] Organic and Biomolecular Chemistry, 2015, vol. 13, # 6, p. 1629 - 1633

BOC-DAP(Z)-OH Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC-DAP(Z)-OH Suppliers

China 151 India 1 Japan 2 United Kingdom 1 United States 6 Global 161

Shanghai Chiral Chemicals Inc.

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Meryer (Shanghai) Chemical Technology Co., Ltd.

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Alfa Aesar

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Energy Chemical

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Capot Chemical Co., Ltd

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JinYan Chemicals(ShangHai) Co.,Ltd.

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Jia Xing Isenchem Co.,Ltd

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Email: isenchem@163.com
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Accela ChemBio Co.,Ltd.

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Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
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Chemsky (shanghai) International Co.,Ltd

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Email: shchemsky@sina.com
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View Lastest Price from BOC-DAP(Z)-OH manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: BOC-DAP(Z)-OH 65710-57-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-12

Career Henan Chemical Co

Product: BOC-DAP(Z)-OH 65710-57-8
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 1000KGS
Release date: 2019-12-20

65710-57-8, BOC-DAP(Z)-OHRelated Search:

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N2-Boc-N3-Cbz-L-2,3-diaminopropionic acid

Boc-N3-Cbz- L-2,3-diaminopropionic acid

(S)-3-CBZ-AMINO-2-BOC-AMINO PROPIONIC ACID

(S)-3-(((benzyloxy)carbonyl)aMino)-2-((tert-butoxycarbonyl)aMino)propanoic acid

(S)-3-BenzyloxycarbonylaMino-2-(Boc-aMino)propionic acid, 97%

BOC-DAP(Z)-OH

3-(((Benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoic acid

Boc-L-Dap(Z)-OH

N3-Cbz-(2S)-N2-Boc-2,3-diaminopropionic acid

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine

(S)-2-(Boc-amino)-3-(Cbz-amino)propionic acid

N3-Z-(2S)-N2-Boc-2,3-Diaminopropionic acid

(2S)-3-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid

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2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-3-(phenylmethoxycarbonylamino)propanoic acid

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BOC-DAP(Z)-OH USP/EP/BP

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(S)-2-[(tert-Butoxycarbonyl)amino]-3-(benzyloxycarbonylamino...

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(S)-2-(N-Boc-amino)-3-(N-Cbz-amino)propionic acid, CAS 65710-57-8

(2S)-3-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)propanoic acid - [B87176]

(S)-3-Benzyloxycarbonylamino-2-(Boc-amino)propionic acid

65710-57-8

Amino Acid Derivatives