Methyl N-(tert-butoxycarbonyl)serinate

HCID 495564

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Basic information

CAS: 69942-12-7
Standard SMILES: COC(=O)C(CO)NC(=O)OC(C)(C)C
InChIKey: SANNKFASHWONFD-UHFFFAOYSA-N
Molecular formula: C9H17NO5
Average molar mass: 219.23 g/mol
Monoisotopic mass: 219.11067264

Names & identifiers

Preferred name: Methyl N-(tert-butoxycarbonyl)serinate
IUPAC: methyl 3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
English name: N-BOC-DL-SERINE
Molecular formula: C9H17NO5
Molecular weight: 219.24

Names & synonyms

69942-12-7methyl N-(tert-butoxycarbonyl)serinateDTXSID90333258RefChem:356754DTXCID00284348Methyl 2-((tert-butoxycarbonyl)amino)-3-hydroxypropanoateN-BOC-DL-serine methyl esterMETHYL 2-(TERT-BUTOXYCARBONYLAMINO)-3-HYDROXYPROPANOATEBOC-DL-Ser-OMeMFCD03756651BOC-D-Serine methyl estermethyl 3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate

Show more names

Boc-DL-Ser-Ome-OHMethyl N-Boc-DL-serinateBoc-DL-Serine methyl esterSerine, N-[(1,1-dimethylethoxy)carbonyl]-, methyl esterDL-Serine, N-[(1,1-diMethylethoxy)carbonyl]-, Methyl ester2-[(tert-Butoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester

N-[(1,1-Dimethylethoxy)carbonyl]serine Methyl Estermethyl 2-(tert-butoxycarbonylamino)-3-hydroxy-propanoatemethyl 2-[(tert-butoxycarbonyl)amino]-3-hydroxypropanoateNSC659314N-BOC-D-ser-methylestermethyl 2-{[(tert-butoxy)carbonyl]amino}-3-hydroxypropanoatemethyl N-U67ATQ7BGY

Database identifiers

CAS: 69942-12-7
PubChem CID: 495564
DTXSID: DTXSID90333258
UNII: U67ATQ7BGY
Nikkaji: J3.252.555E

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 84.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 15
Formal charge: 0
Complexity: 233

Physicochemical properties

Boiling point: 354 ℃ · 354℃
Density: 1.148 · 1.148
Flash point: 168 ℃ · 168℃
storage temp.: 2 · 2-8°C
pka: 10.7 · 10.70±0.46(Predicted)
form: Solid-Liquid Mixture
color: Colorless to off-white
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesN-[(1,1-Dimethylethoxy)carbonyl]serine Methyl Ester is used in the preparation of dehydroamino acids used towards the synthesis of inhibitors and other pharmacologically active compounds. Also used in the preparation of thiopeptide antibiotic Amythiamicin D against MRSA and malaria.