Benzyloxycarbonyl-L-tryptophan
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Benzyloxycarbonyl-L-tryptophan
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CAS No:
7432-21-5
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Formula:
C19H18N2O4
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Chemical Name:
Benzyloxycarbonyl-L-tryptophan
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Synonyms:
L-Tryptophan,N-[(phenylmethoxy)carbonyl]-;Tryptophan,N-carboxy-,N-benzyl ester,L-;N-[(Phenylmethoxy)carbonyl]-L-tryptophan;Carbobenzoxy-L-tryptophan;N-Carbobenzoxy-L-tryptophan;N-Benzyloxycarbonyl-L-tryptophan;Benzyloxycarbonyl-L-tryptophan;N-(Benzyloxycarbonyl)tryptophan;Nα-Benzyloxycarbonyl-L-tryptophan;L-(Carbobenzyloxy)tryptophan;N-Cbz-L-Tryptophan;N-Carbobenzyloxy-L-tryptophan;NSC 521831;(S)-2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid;N-Cbz-L-Trp-Oh;(2S)-2-[[(Benzyloxy)carbonyl]amino]-3-(1H-indol-3-yl)propanoic acid;(2S)-3-(1H-Indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoic acid;7431-99-4;906325-56-2
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CAS No:
Benzyloxycarbonyl-L-tryptophan Basic Attributes
338.36
338.36
96743
231-074-4
DTXSID00225332
2933990090
Characteristics
91.4
2.3
white to light yellow crystal powder powder
1.3±0.1 g/cm3
123-125 °C
619.1°C at 760 mmHg
328.2±31.5 °C
1.662
methanol: 0.1 g/mL, clear
2-8°C
2.5 º (c=3, EtOH)
Safety Information
NONH for all modes of transport
3
20/21/22-36/37/38
22-24/25-36-26
Xn
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Benzyloxycarbonyl-L-tryptophan Use and Manufacturing
L-Tryptophan (10.24 g, 50 mmol) was dissolved in 1M NaOH (50 mL) and stirred at 0°C. Benzyl chloroformate (7.15 mL, 50.1 mmol) and 1M NaOH (50 mL) where then simultaneously added in drop-wise fashion. The mixture was stirred for 1 hour at room temperature. The solution was acidified with 6M HCl to pH 1 after which the product was extracted with EtOAc (3x 200 mL). The organic layers were combined, dried by Na4.1.2 A 500 mL single-necked round bottom flask was charged with 20. 07 g (98.04 mmol) of L-tryptophan, 250 mL of water, 9.41 g (235.5 mmol) of sodium hydroxide, 20 liters of (117.65 mmol) of Cbz- Stir overnight at room temperature. TLC monitoring reaction is complete, add ether extraction, the water phase pH = 1, a white solid precipitation, filtration, filter cake with the mother liquor washing, drying, white solid 2L02g, melting point 123-125 ° C yield 64percent.
Computed Properties
Molecular Weight:338.4
XLogP3:2.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:338.12665706
Monoisotopic Mass:338.12665706
Topological Polar Surface Area:91.4
Heavy Atom Count:25
Complexity:464
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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