ChemicalBook > CAS DataBase List > BOC-DAP(Z)-OH

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)

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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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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:

BOC-D-ORN(Z)-OH BOC-O-DIBENZYLPHOSPHO-L-SERINE N-(tert-Butoxycarbonyl)-L-alanine N-(tert-Butoxycarbonyl)-4-piperidone N-Boc-Ethylenediamine N-[(tert-Butoxy)carbonyl]-L-tryptophan N-(tert-Butoxycarbonyl)-L-glutamine BOC-Glycine Boc-L-Glutamic acid 5-benzylester BOC-LEU-LEU-OH BOC-LEU-OSU BOC-DAP(FMOC)-OH N-Boc-N'-trityl-L-glutamine BOC-LEU-GLY-OH Boc-L-Glutamic acid 1-benzyl ester BOC-LYS(AC)-OH BOC-L-BETA-HOMOLEUCINE BOC-D-PRO-OSU

  • N-ALPHA-T-BUTOXYCARBONYL-N-BETA-CARBOBENZOXY-L-ALPHA, BETA-DIAMINOPROPIONIC ACID
  • (S)-2-(N-BOC-AMINO)-3-(N-CBZ-AMINO)PROPIONIC ACID
  • (S)-2-[(tert-Butoxycarbonyl)amino]-3-(benzyloxycarbonylamino)propionic acid
  • Boc-Dap(Cbz)-OH
  • N-[(tert-Butoxy)carbonyl]-3-[[(phenylmethoxy)carbonyl]amino]-L-alanine
  • 3-(benzyloxycarbonylamino)-2-(tert-butoxycarbonylamino)propanoate
  • 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
  • (Tert-Butoxy)Carbonyl Dap(Z)-OH
  • 2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-3-(phenylmethoxycarbonylamino)propanoic acid
  • L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-3-[[(phenylmethoxy)carbonyl]amino]-
  • BOC-DAP(Z)-OH USP/EP/BP
  • N-α-(t-Butoxycarbonyl)-N-β-carbobenzoxy-L-α,β-diaminopropionic acid
  • (S)-2-[(tert-Butoxycarbonyl)amino]-3-(benzyloxycarbonylamino...
  • N-[(1,1-Dimethylethoxy)carbonyl]-3-[[(phenylmethoxy)carbonyl]amino]-L-alanine
  • (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