N-[(Benzyloxy)carbonyl]-D-tryptophan

Basic Information

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CAS Number

2279-15-4

Molecular Formula

C19H18N2O4

Molecular Weight

338.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

121.0 to 125.0 deg-C

Boiling Point

619.1 oC at 760 mmHg

Density

1.3410

Flash Point

328.2 oC

Refractive Index

11 ° (C=1, MeOH)

Specific Rotation

+8.0 to +13.0° (c=1, MeOH)

SMILES

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C1=CC=C(C=C1)COC(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)O

InChI

InChI=1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)/t17-/m1/s1

InChIKey

AHYFYYVVAXRMKB-QGZVFWFLSA-N

LogP

3.0900000000000016

Topological Polar Surface Area

91.42 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

464

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

D-Tryptophan, N-[(phenylmethoxy)carbonyl]-
CS-W009837
A816352
(R)-2-(benzyloxycarbonylamino)-3-(1H-indol-3-yl)propanoic acid
DTXSID701297570
N-benzyloxycarbonyl-(D)-tryptophan
M03039
Nalpha-Benzyloxycarbonyl-D-tryptophan
AC-17152
C2130
CHEMBL65134
BDBM50043809
Cbz-D-Trp
AS-12753
Cbz-D-Trp-OH
Nalpha -benzyloxycarbonyl-D-tryptophan
Nalpha-Carbobenzoxy-D-tryptophan
Z-D-Trp-OH
Z-DTrp-OH
AMY40667
(R)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionic acid
Z-(D)-Trp-OH
EN300-121292
AHYFYYVVAXRMKB-QGZVFWFLSA-N
(2R)-2-{[(BENZYLOXY)CARBONYL]AMINO}-3-(1H-INDOL-3-YL)PROPANOIC ACID
(2R)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
CBZ-D-TRYPTPHAN
MFCD00037945
N(alpha)-Cbz-D-tryptophan
SCHEMBL3808330
CBZ-D-TRYPTOPHAN

MDL Number

MFCD00037945

Customs Code

2933990090

FAQ

What is N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4)?

N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) is an amino acid derivative used in pharmaceutical research and synthesis. It is a semi-synthetic compound structurally related to the natural amino acid tryptophan, featuring a benzyloxycarbonyl group attached to the α-amino group of D-tryptophan.

What are the main uses of N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4)?

N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) is primarily used in the synthesis of peptides and proteins, as a protecting group in organic synthesis, and in pharmaceutical research for drug development. It is also utilized in the field of chemical biology for specific applications requiring the modification of tryptophan derivatives.

Is N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) safe?

N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) is generally considered safe for laboratory use when handled with appropriate precautions. It is important to follow safety guidelines, including the use of personal protective equipment (PPE) such as gloves and goggles. Adequate ventilation and spill clean-up procedures should also be in place.

How should N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) be stored?

N-[(Benzyloxy)carbonyl]-D-tryptophan (CAS: 2279-15-4) should be stored in a cool, dry place away from direct sunlight and moisture. It should be kept in a tightly sealed container to protect it from air and light. Ideal storage conditions are below 25°C (77°F). Avoid storing it near incompatible materials, such as strong acids or oxidizing agents.