N-[tert-butoxycarbonyl]-L-serine

HCID 98766

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Basic information

CAS: 3262-72-4
Standard SMILES: CC(C)(C)OC(=O)N[C@@H](CO)C(=O)O
InChIKey: FHOAKXBXYSJBGX-YFKPBYRVSA-N
Molecular formula: C8H15NO5
Average molar mass: 205.21 g/mol
Monoisotopic mass: 205.09502258

Names & identifiers

Preferred name: N-[tert-butoxycarbonyl]-L-serine
IUPAC: (2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
English name: BOC-L-Serine
Molecular formula: C8H15NO5
Molecular weight: 205.21

Names & synonyms

3262-72-4Boc-L-serineN-(tert-Butoxycarbonyl)-L-serineEINECS 221-867-3N-[tert-butoxycarbonyl]-L-serineDTXSID601317842NSC 164056RefChem:828688DTXCID901747640221-867-3Boc-Ser-OHN-Boc-L-serine

Show more names

Boc-SerBoc-Ser.H2OBOC-L-SER(R)-2-((tert-butoxycarbonyl)aMino)-3-hydroxypropanoic acid

(S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxypropanoic acidMFCD00037243Boc-L-Ser-OHserine, N-[(1,1-dimethylethoxy)carbonyl]-N-(tert-butoxycarbonyl)serineBoc-Serine(2S)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acidN-T-BUTOXYCARBONYL-L-SERINE

Database identifiers

CAS: 3262-72-4
PubChem CID: 98766
DTXSID: DTXSID601317842
ChEMBL: CHEMBL438330
UNII: 5X4YF2S8CX
EC Number: 221-867-3
Nikkaji: J245.635D

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 95.9 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 14
Formal charge: 0
Complexity: 220

Physicochemical properties

Melting point: 91 °C · 91 °C (dec.)(lit.)
alpha: -7.5 · -7.5 º (c=2, water)
Boiling point: 385.1 · 385.1±37.0 °C(Predicted)
Density: 1.24 · 1.240±0.06 g/cm3(Predicted)
refractive index: -4 ° · -4 ° (C=1, AcOH)
storage temp.: 2 · 2-8°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 3.62 · 3.62±0.10(Predicted)
form: Powder
color: White
optical activity: 20 · [α]20/D 3.5±0.5°, c = 2% in acetic acid
Water Solubility: almost transparency
BRN: 2212252 · 2212252
Major Application: peptide synthesis
InChI: 1S/C8H15NO5/c1-8(2,3)14-7(13)9-5(4-10)6(11)12/h5,10H,4H2,1-3H3,(H,9,13)(H,11,12)/t5-/m0/s1
InChIKey: FHOAKXBXYSJBGX-YFKPBYRVSA-N
SMILES: CC(C)(C)OC(=O)N[C@@H](CO)C(O)=O
CAS DataBase Reference: 3262 · 3262-72-4(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H319-H315
Precautionary statements: 261 · P261-P271-P280
PPE: 95 · Eyeshields, Gloves, type N95 (US)
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: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 40% (2 of 5) of reports.

Warning

H315 (60%): 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)

Aggregated GHS information provided per 5 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (60%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29241990
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H335-H319-H315
Precautionary statements: P261-P271-P280

Chemistry & industry

Applications · 3 items

UsesStarting material for the synthesis of various a-amino acids via the b-lactone

UsesBoc-Ser-OH may be used in the synthesis of the following:2-(N-Fmoc)-3-(N-Boc-N-methoxy)-diaminopropanoic acid (Fmoc: 9-fluorenylmethoxycarbonyl; Boc: t-butyloxycarbonyl)Boc-Ser-Leu-OMecyclic peptide synthesisbenzylsulfonyl-D-Ser-Ser-4-amidinobenzylamide

General DescriptionBoc-Ser-OH is an amino acid derivative.