440655
Boc-Asp(OBzl)-OH
98%
Synonym(s):
N-(tert-Butoxycarbonyl)-L-aspartic acid 4-benzyl ester, Boc-L-aspartic acid 4-benzyl ester
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About This Item
Linear Formula:
C6H5CH2OCOCH2CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
323.34
EC Number:
231-406-8
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2064127
MDL number:
assay
98%
optical activity
[α]20/D −19.5°, c = 2 in DMF
mp
98-102 °C (lit.)
SMILES string
[H][C@@](CC(=O)OCc1ccccc1)(NC(=O)OC(C)(C)C)C(O)=O
InChI
1S/C16H21NO6/c1-16(2,3)23-15(21)17-12(14(19)20)9-13(18)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1
InChI key
SOHLZANWVLCPHK-LBPRGKRZSA-N
Application
Starting material for the enantiospecific synthesis of (R)-(+)-Boc-iturinic acid (n-C14), the L-aspartic series of thrombin inhibitors, and diketopiperazine tetrapeptides. Used in the preparation of a novel tricyclic dipeptide mimetic based on a [6H]-azepino indoline nucleus.
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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De Lombaert, S. et al.
Tetrahedron Letters, 35, 7513-7513 (1994)
Bergeron, R.J. et al.
Journal of the American Chemical Society, 116, 8479-8479 (1994)
K Hilpert et al.
Journal of medicinal chemistry, 37(23), 3889-3901 (1994-11-11)
Thrombin, a serine protease, plays a central role in the initiation and propagation of thrombotic events. An extensive search for new thrombin inhibitors was performed, using an unconventional approach. Screening of small basic molecules for binding in the recognition pocket