N-(Benzyloxycarbonyl)-L-serine

HCID 100310

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Basic information

CAS: 1145-80-8
Standard SMILES: O=C(N[C@@H](CO)C(=O)O)OCc1ccccc1
InChIKey: GNIDSOFZAKMQAO-VIFPVBQESA-N
Molecular formula: C11H13NO5
Average molar mass: 239.22 g/mol
Monoisotopic mass: 239.07937252

Overview

RN for (DL)-isomer; structure in first source

Names & identifiers

Preferred name: N-(Benzyloxycarbonyl)-L-serine
IUPAC: (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid
English name: N-Cbz-L-Serine
Molecular formula: C11H13NO5
Molecular weight: 239.22

Names & synonyms

1145-80-8BenzyloxycarbonylserineN-(Benzyloxycarbonyl)-L-serineCBZ-serine48KP4476DJDTXSID40150750NSC-286604Cbz-Serbenzyloxycarbonyl-serineRefChem:566978DTXCID0073241214-546-4

Show more names

CBZ-SER-OHZ-SerCBZ-L-SER-OHZ-SERINECBZ-L-SERCBZ-L-SERINE

Z-Ser-OHZ-L-SerineN-Carbobenzyloxy-L-serineCarbobenzyloxy-L-serineL-Serine, N-[(phenylmethoxy)carbonyl]-Z-L-SER-OHN-Carboxybenzyl-L-serine(2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid

Database identifiers

CAS: 1145-80-8
PubChem CID: 100310
DTXSID: DTXSID40150750
ChEMBL: CHEMBL1222399
UNII: 48KP4476DJ
EC Number: 214-546-4
Nikkaji: J80.200J

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 95.9 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 17
Formal charge: 0
Complexity: 263

Physicochemical properties

Melting point: 116 · 116-119 °C(lit.)
alpha: 6 · 6 º (c=7, AcOH)
Boiling point: 381.88 °C · 381.88°C (rough estimate)
Density: 1.2967 · 1.2967 (rough estimate)
refractive index: 6.1 ° · 6.1 ° (C=6, AcOH)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Acetic Acid (Sparingly), DMSO
form: Powder
pka: 3.6 · 3.60±0.10(Predicted)
color: White to cream
optical activity: 20 · [α]20/D +5.8°, c = 2.7 in acetic acid
BRN: 2058314 · 2058314
InChI: InChI=1S/C11H13NO5/c13-6-9(10(14)15)12-11(16)17-7-8-4-2-1-3-5-8/h1-5,9,13H,6-7H2,(H,12,16)(H,14,15)/t9-/m0/s1
InChIKey: GNIDSOFZAKMQAO-VIFPVBQESA-N
SMILES: C(O)(=O)[C@H](CO)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference: 1145 · 1145-80-8(CAS DataBase Reference)
FDA UNII: 48 KP4476DJ · 48KP4476DJ
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H314
Precautionary statements: 501 · P501-P260-P270-P264-P280-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 24 · 24/25-36-26
WGK Germany: 3 · 3
HS Code: 29242990 · 29242990

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

wgk: 3
hs_code: 29242990
risk_code: 20/21/22-36/37/38
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xn
safety_code: 24/25-36-26
Hazard statements: H302-H314
Precautionary statements: P501-P260-P270-P264-P280-P303+P361+P353-P301+P330+P331-P363-P301+P312+P330-P304+P340+P310-P305+P351+P338+P310-P405