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15402

Boc-Dap-OH

≥98.0% (TLC)

Synonym(s):

(S)-2-[(tert-Butoxycarbonyl)amino]-3-aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonyl)aminopropionic acid, (S)-3-Amino-2-(tert-butoxycarbonylamino)propanoic acid, 3-Amino-(tert-butoxycarbonyl)-L-alanine, Nα-BOC-(S)-β-aminoalanine, Nα-Boc-L-β-aminoalanine, N2-(tert-Butoxycarbonyl)-(S)-2,3-diaminopropionic acid, N2-tert-Butoxycarbonyl-L-2,3-diaminopropionic acid, Nα-Boc-L-2,3-diaminopropionic acid, Boc-Dpr-OH

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About This Item

Empirical Formula (Hill Notation):
C8H16N2O4
CAS Number:
73259-81-1
Molecular Weight:
204.22
NACRES:
NA.22
PubChem Substance ID:
57647411
eCl@ss:
32160406
UNSPSC Code:
12352209
MDL number:
MFCD00236843
Beilstein/REAXYS Number:
4182136
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Quality Segment

100

assay

≥98.0% (TLC)

form

solid

optical activity

[α]20/D +5.5±1°, c = 1% in methanol: water (1:1)

reaction suitability

reaction type: Boc solid-phase peptide synthesis

impurities

~3% water

mp

210 °C (dec.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@@H](CN)C(O)=O

InChI

1S/C8H16N2O4/c1-8(2,3)14-7(13)10-5(4-9)6(11)12/h5H,4,9H2,1-3H3,(H,10,13)(H,11,12)/t5-/m0/s1

InChI key

KRJLRVZLNABMAT-YFKPBYRVSA-N

Application

Reactant for:
  • Protein assembly directed by synthetic molecular recognition motifs
  • Solid phase synthesis of gramicidin S cyclic analogs with antibiotic and hemolytic activities
  • Synthesis of HCV protease inhibitor modified analogs
  • Solid phase synthesis of peptidic V1a receptor agonists
  • Directed peptide assembly at lipid-water interface

Other Notes

Monoprotected derivative of DAP; used e.g. in the synthesis of glucosamine synthase inhibitors, a myosin kinase inhibitor. Preparation of peptides with metal complexing groups.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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