N-((Phenylmethoxy)carbonyl)-L-serine methyl ester

HCID 6999535

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Basic information

CAS: 1676-81-9
Standard SMILES: COC(=O)[C@H](CO)NC(=O)OCc1ccccc1
InChIKey: CINAUOAOVQPWIB-JTQLQIEISA-N
Molecular formula: C12H15NO5
Average molar mass: 253.25 g/mol
Monoisotopic mass: 253.09502258

Names & identifiers

Preferred name: N-((Phenylmethoxy)carbonyl)-L-serine methyl ester
IUPAC: methyl (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoate
English name: N-Cbz-L-serine methyl ester
Molecular formula: C12H15NO5
Molecular weight: 253.25

Names & synonyms

1676-81-9N-[(Phenylmethoxy)carbonyl]-L-serine Methyl EsterN-((Phenylmethoxy)carbonyl)-L-serine methyl esterRefChem:1090734Z-Ser-OMeN-Cbz-L-serine Methyl EsterN-Z-L-serine methyl esterMFCD00077039N-Carbobenzoxy-L-serine Methyl Estermethyl (2S)-3-hydroxy-2-(phenylmethoxycarbonylamino)propanoateCbz-L-Ser-OMemethyl (2S)-2-(benzyloxycarbonylamino)-3-hydroxy-propanoate

Show more names

CBZ-SER-OMEZ-L-SER-OMEZ-SERINE-OMEZ-Ser-OMe (oil)Z-Ser-OMe (Syrup)Z-L-SERINE METHYL ESTER

Methyl ((benzyloxy)carbonyl)-L-serinatecbz-l-serine methyl esterN-Z-L-serine methyl ester, 95%N-Benzyloxycarbonyl-l-serine, methyl esterM06266Serine, N-[(phenylmethoxy)carbonyl]-, methyl ester(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-3-hydroxypropanoateN-Z-L-serine meth

Database identifiers

CAS: 1676-81-9
PubChem CID: 6999535
DTXSID: DTXSID90426437
EC Number: 605-484-2
Nikkaji: J433.258J

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 84.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 7
Heavy atoms: 18
Formal charge: 0
Complexity: 276

Physicochemical properties

Melting point: 41 · 41-43 °C(lit.)
Boiling point: 170 °C0.01 · 170 °C0.01 mm Hg(lit.)
Density: 1.2499 · 1.2499 (rough estimate)
refractive index: -15 ° · -15 ° (C=1, MeOH)
Flash point: 230 °F · >230 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
pka: 10.49 · 10.49±0.46(Predicted)
form: Viscous Liquid or Solid
color: Pale yellow
optical activity: -13.4 ° · -13.4°(C=0.01 g/ml MEOH)
CAS DataBase Reference: 1676 · 1676-81-9(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
HS Code: 29242990 · 29242990

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29242990
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesN-[(Phenylmethoxy)carbonyl]-L-serine Methyl Ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity.

UsesN-Cbz-L-serine methyl ester is used to inhibit the activity of Mycobacterium tuberculosis in studies. Also used in the synthesis of pyrazinecarboxamide-based compounds acting as inhibitors of diacylglycerol acetyltransferases regarding treatment of obesity.