N-tert-Butoxycarbonyl-L-tryptophan

C16H20N2O4CAS 13139-14-5304.35 g/mol

Open in Covalent MOL file
OONHNHOOH
Carboxylic acid

Properties

Molecular formula
C16H20N2O4
Molar mass
304.35 g/mol
Exact mass
304.1423 Da
Melting point
135.5–189.5 °C
logP
2.89Crippen estimate
Polar surface area
94.9 Ų
H-bond donors / acceptors
3 / 3
Rotatable bonds
4
Stereocentres
Sin SMILES atom order

Hazards

Warning
Irritant (GHS07)

Aggregated from 3 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
13139-14-5
SMILES
CC(C)(C)OC(O)=N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O
InChIKey
NFVNYBJCJGKVQK-ZDUSSCGKSA-N
InChI
InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

18 names · show all
  • L-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-
  • Tryptophan, N-carboxy-, N-tert-butyl ester, L-
  • Tryptophan, N-carboxy-, N-tert-butyl ester
  • N-[(1,1-Dimethylethoxy)carbonyl]-L-tryptophan
  • tert-Butoxycarbonyl-L-tryptophan
  • N-tert-Butyloxycarbonyl-L-tryptophan
  • Nα-tert-Butoxycarbonyl-L-tryptophan
  • tert-Butyloxycarbonyl-L-tryptophan
  • Nα-tert-Butoxycarbonyltryptophan
  • Nα-BOC-L-tryptophan
  • N-Boc-L-tryptophan
  • N-(tert-Butoxycarbonyl)-L-tryptophan methyl ester
  • NSC 334306
  • (S)-2-[(tert-Butoxycarbonyl)amino]-3-(1H-indol-3-yl)propionic acid
  • (S)-2-(((tert-Butoxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
  • N-BOC-L-Trp-OH
  • (2S)-3-(1H-Indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
  • (2S)-2-[[(tert-Butoxy)carbonyl]amino]-3-(1H-indol-3-yl)propanoic acid

Work with N-tert-Butoxycarbonyl-L-tryptophan

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

tert-Butoxycarbonyl-D-tryptophan5241-64-5Enantiomer

Similar compounds

N-(Benzyloxycarbonyl)-DL-tryptophan13058-16-768 % similar N-(Benzyloxycarbonyl)-D-tryptophan2279-15-468 % similar Benzyloxycarbonyl-L-tryptophan7432-21-568 % similar Acetyl-L-tryptophan1218-34-467 % similar N-Acetyl-D-tryptophan2280-01-567 % similar N-Acetyl-DL-tryptophan87-32-167 % similar Boc-L-2-methylphenylalanine114873-05-165 % similar N-[(1,1-Dimethylethoxy)carbonyl]-2-fluoro-L-phenylalanine114873-00-664 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

1-(tert-Butoxycarbonyl)-L-tryptophan146645-63-8 (βR)-2-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid269726-80-9 (βR)-3-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid269726-83-2 (βR)-4-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid269726-86-5 (βS)-2-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid270065-83-3 (βS)-3-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid270065-86-6 (βS)-4-Cyano-β-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoic acid270065-89-9

Elsewhere

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