L-Glutamine, N2-((1,1-dimethylethoxy)carbonyl)-

HCID 83687

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Basic information

CAS: 13726-85-7
Standard SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(N)=O)C(=O)O
InChIKey: VVNYDCGZZSTUBC-LURJTMIESA-N
Molecular formula: C10H18N2O5
Average molar mass: 246.26 g/mol
Monoisotopic mass: 246.12157168

Names & identifiers

Preferred name: L-Glutamine, N2-((1,1-dimethylethoxy)carbonyl)-
IUPAC: (2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid
English name: N-(tert-Butoxycarbonyl)-L-glutamine
Molecular formula: C10H18N2O5
Molecular weight: 246.26

Names & synonyms

Boc-L-glutamineN2-tert-Butoxycarbonyl-L-glutamineN2-tert-Butyloxycarbonyl-L-glutamineL-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-EINECS 237-296-8N2-((1,1-Dimethylethoxy)carbonyl)-L-glutamineNalpha-tert-Butoxycarbonyl-L-glutamineNSC 334370Glutamine, N2-carboxy-, N2-tert-butyl ester, L-N(alpha)-tert-Butoxycarbonyl-L-glutamineDTXSID30884633N2-[(1,1-Dimethylethoxy)carbonyl]-L-glutamine

Show more names

BOC-GLNBOC-L-GLNBOC-L-GLN-OHn-OHBOC-GLUTAMINEBoc-Gln-OH 98%TBOC-L-GLUTAMINEN-t-BOC-L-Gln-OH

L-Glutamine, N2-((1,1-dimethylethoxy)carbonyl)-N2-((tert-Butoxy)carbonyl)-L-glutamineN2-[(tert-butoxy)carbonyl]-L-glutamineRefChem:796331DTXCID001024063Glutamine, N2-carboxy-, N2-tert-butyl ester, L-(8CI)237-296-8Boc-Gln-OH

Database identifiers

CAS: 13726-85-7
PubChem CID: 83687
DTXSID: DTXSID30884633
UNII: 596K674KAF
EC Number: 237-296-8
Nikkaji: J278.018F

Properties

Computed structural properties

XLogP: -0.2
Topological polar surface area: 119 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 7
Heavy atoms: 17
Formal charge: 0
Complexity: 308

Physicochemical properties

Melting point: 113 · 113-116 °C (dec.)(lit.)
alpha: -3.5 · -3.5 º (c=2,C2H5OH)
Boiling point: 389.26 °C · 389.26°C (rough estimate)
Density: 1.243 · 1.2430 (rough estimate)
refractive index: -4 ° · -4 ° (C=2, EtOH)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 1 mmole · Soluble in DMSO and methanol. Soluble in 1 mmole in 2 ml DMF.
form: Solid
pka: 3.84 · 3.84±0.10(Predicted)
color: White
optical activity: 20 · [α]20/D 3.5°, c = 1 in ethanol
BRN: 2127805 · 2127805
Major Application: peptide synthesis
InChI: InChI=1S/C10H18N2O5/c1-10(2,3)17-9(16)12-6(8(14)15)4-5-7(11)13/h6H,4-5H2,1-3H3,(H2,11,13)(H,12,16)(H,14,15)/t6-/m0/s1
InChIKey: VVNYDCGZZSTUBC-LURJTMIESA-N
SMILES: C(O)(=O)[C@H](CCC(N)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference: 13726 · 13726-85-7(CAS DataBase Reference)
EPA Substance Registry System: 2 · L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]- (13726-85-7)
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H335-H302+H312+H332-H315
Precautionary statements: 280 · P280-P301+P312-P362+P364
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 75% (3 of 4) of all reports.

Warning

H315 (25%): 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 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.