Leucine, N-carboxy-, N-benzyl ester, L-

HCID 74840
NotesReactions
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Basic information

CAS
2018-66-8
Standard SMILES
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)O
InChIKey
USPFMEKVPDBMCG-LBPRGKRZSA-N
Molecular formula
C14H19NO4
Average molar mass
265.3 g/mol
Monoisotopic mass
265.13140809

Overview

N-benzyloxycarbonyl-L-leucine is a L-leucine derivative obtained by the substitution of a benzyloxycarbonyl group on the nitrogen atom. It is a carbamate ester and a L-leucine derivative. It is a conjugate acid of a N-benzyloxycarbonyl-L-leucinate.

Names & identifiers

Preferred name
Leucine, N-carboxy-, N-benzyl ester, L-
IUPAC
(2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoic acid
English name
N-Cbz-L-Leucine
Molecular formula
C14H19NO4
Molecular weight
265.3

Names & synonyms

N-Benzyloxycarbonyl-L-leucineCarbobenzoxy-L-leucineN-Carbobenzoxy-L-leucineCarbobenzoxyleucineCarbobenzyloxy-L-leucineBenzyloxycarbonylleucineN-BenzyloxycarbonylleucineLeucine, N-carboxy-, N-benzyl ester, L-NSC 60039N-((Phenylmethoxy)carbonyl)-L-leucineN-[(phenylmethoxy)carbonyl]-L-leucineL-N-Carboxyleucine N-benzyl ester
Show more names
CBZ-LEU-OHZ-LEU-OHZ-LEUCBZ-L-LEU-OHN-CARBOBENZYLOXY-L-LEUCINECbz-LeuZ-LEUCINEZ-L-LEU-OHZ-L-LEUCINE
EINECS 217-960-3BRN 1253861L-Leucine, N-((phenylmethoxy)carbonyl)-CHEBI:28282DTXSID801740113-06-00-01503 (Beilstein Handbook Reference)L-Leucine, N-[(phenylmethoxy)carbonyl]-RefChem:798977

Database identifiers

CAS
2018-66-8
PubChem CID
74840
DTXSID
DTXSID80174011
ChEBI
CHEBI:28282
UNII
P48HHX9XNP
EC Number
217-960-3
Nikkaji
J71.248E

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
75.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
7
Heavy atoms
19

Physicochemical properties

alpha
-17 · -17 º (c=2, ethanol)
Boiling point
408.52 °C · 408.52°C (rough estimate)
Density
1 g/mL · 1 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.512(lit.)
Flash point
85 °F · 85 °F
storage temp.
2 · Sealed in dry,2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 60% (3 of 5) of all reports.

Warning

H226 (20%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (20%)

Safety data

wgk
3
rtecs
OH2921000
ridadr
UN 1993 3/PG 3
hs_code
29242990
risk_code
10-20/22-37/38-40-41-36/37/38-20/21/22-67-63-19
Signal word
Warning

Chemistry & industry

Applications

UsesReactant for:Peptide-based preparation of potential antitumor agentsPreparation of cyclopropyl peptidomimeticsPeptide synthesis

Upstream & downstream products

Downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

Additional notes

DefinitionChEBI: A L-leucine derivative obtained by the substitution of a benzyloxycarbonyl group on the nitrogen atom.

Related reactions

145 records
New reaction record

Compound notes

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