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N-(tert-Butoxycarbonyl)-L-glutamine

CAS No.
13726-85-7
Chemical Name:
N-(tert-Butoxycarbonyl)-L-glutamine
Synonyms
BOC-GLN;BOC-L-GLUTAMINE;BOC-L-GLN;BOC-L-GLN-OH;n-OH;NSC 334370;BOC-GLUTAMINE;Boc-Gln-OH 98%;TBOC-L-GLUTAMINE;N-t-BOC-L-Gln-OH
CBNumber:
CB8436290
Molecular Formula:
C10H18N2O5
Molecular Weight:
246.26
MDL Number:
MFCD00065571
MOL File:
13726-85-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-15 22:31:22
Product description Number Pack Size Price
Boc-Gln-OH 98% 408441 25g $155
Nalpha-(tert-Butoxycarbonyl)-L-glutamine >98.0%(HPLC)(T) B1649 10g $67
Nalpha-(tert-Butoxycarbonyl)-L-glutamine >98.0%(HPLC)(T) B1649 25g $132
tert-Butoxycarbonyl-L-glutamine ≥98%(Titration) 263391 250g $496
tert-Butoxycarbonyl-L-glutamine ≥98%(Titration) 263391 500g $744
More product size

N-(tert-Butoxycarbonyl)-L-glutamine Properties

Melting point 113-116 °C (dec.)(lit.)
alpha -3.5 º (c=2,C2H5OH)
Boiling point 389.26°C (rough estimate)
Density 1.2430 (rough estimate)
refractive index -4 ° (C=2, EtOH)
storage temp. Sealed in dry,2-8°C
solubility Soluble in DMSO and methanol. Soluble in 1 mmole in 2 ml DMF.
form Solid
pka 3.84±0.10(Predicted)
color White
optical activity [α]20/D 3.5°, c = 1 in ethanol
BRN 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 13726-85-7(CAS DataBase Reference)
EPA Substance Registry System L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]- (13726-85-7)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319-H335-H302+H312+H332-H315
Precautionary statements  P280-P301+P312-P362+P364
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
TSCA  TSCA listed
HS Code  29241990
Storage Class 11 - Combustible Solids
REACH Registrations Active
NFPA 704
0
1 0

N-(tert-Butoxycarbonyl)-L-glutamine price More Price(68)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 408441 Boc-Gln-OH 98% 13726-85-7 25g $155 2026-04-30 Buy
TCI Chemical B1649 Nalpha-(tert-Butoxycarbonyl)-L-glutamine >98.0%(HPLC)(T) 13726-85-7 10g $67 2026-04-30 Buy
TCI Chemical B1649 Nalpha-(tert-Butoxycarbonyl)-L-glutamine >98.0%(HPLC)(T) 13726-85-7 25g $132 2026-04-30 Buy
Usbiological 263391 tert-Butoxycarbonyl-L-glutamine ≥98%(Titration) 13726-85-7 250g $496 2026-06-03 Buy
Usbiological 263391 tert-Butoxycarbonyl-L-glutamine ≥98%(Titration) 13726-85-7 500g $744 2026-06-03 Buy
Product number Packaging Price Buy
408441 25g $155 Buy
B1649 10g $67 Buy
B1649 25g $132 Buy
263391 250g $496 Buy
263391 500g $744 Buy

N-(tert-Butoxycarbonyl)-L-glutamine Chemical Properties,Uses,Production

Chemical Properties

White fine crystalline powder

Uses

Protected Glutamine.

Uses

It is employed in the synthesis and analgesic activity of human .beta.-endorphin.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

L-Glutamine

56-85-9

Di-tert-butyl dicarbonate

24424-99-5

N-(tert-Butoxycarbonyl)-L-glutamine

13726-85-7

Example 1: Synthesis of N-(Boc)-L-glutamine (1): L-glutamine (25 g, 0.17 mol) was dissolved in 300 mL of aqueous NaOH solution (21.9 g, 0.547 mol). The resulting solution was cooled to below 10 °C, followed by the slow addition of a THF (150 mL) solution of Boc anhydride (0.205 mol) (note that the reaction is exothermic). The reaction mixture was stirred continuously at 25 °C for 20 hours. The progress of the reaction was monitored by TLC and the unfolding agent was MeOH:CH2Cl2 (1:1, containing 0.1% AcOH). Upon completion of the reaction, the organic phase was separated and the aqueous phase was extracted with hexane (100 mL) and acidified to pH 2 with 2N HCl, followed by extraction with ethyl acetate (2 x 250 mL). The organic phases were combined, dried with Na2SO4 and the solvent was evaporated in vacuum. The resulting viscous oily product was diluted with dichloromethane and evaporated again. After standing for 2-3 days, it was crystallized from hexane to give N-(Boc)-L-glutamine (1) (37.5 g, 89% yield) as a colorless solid. The product was characterized by 1H NMR (DMSO, 300 MHz) and ESI-MS (m/z: 269 [M+Na]+).

References

[1] Journal of the American Chemical Society, 1997, vol. 119, # 17, p. 4086 - 4087
[2] Patent: WO2015/189856, 2015, A1. Location in patent: Page/Page column 14
[3] Synthetic Communications, 2008, vol. 38, # 2, p. 162 - 169
[4] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 8, p. 2777 - 2780
[5] Organic Syntheses, 1985, vol. 63, p. 160 - 160

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View Lastest Price from N-(tert-Butoxycarbonyl)-L-glutamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Boc-L-Gln-OH pictures 2026-08-07 Boc-L-Gln-OH
13726-85-7
1KG 98%min 500kgs WUHAN FORTUNA CHEMICAL CO., LTD
Boc-L-Gln-OH pictures 2026-08-07 Boc-L-Gln-OH
13726-85-7
1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
N-(tert-Butoxycarbonyl)-L-glutamine pictures 2026-07-30 N-(tert-Butoxycarbonyl)-L-glutamine
13726-85-7
$100.00-2000.00 1kg 98% 20tons Anhui Dexinjia Biopharm Co., Ltd
  • Boc-L-Gln-OH pictures
  • Boc-L-Gln-OH
    13726-85-7
  • $0.00
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
n2-[(1,1-dimethylethoxy)carbonyl]-l-glutamin BOC-GLUTAMINE (S)-5-AMINO-2-(TERT-BUTOXYCARBONYLAMINO)-5-OXOPENTANOIC ACID N(ɑ)-Boc-L-glutamine, 98+% BOC-L-GLUTAMINE extrapure Boc-L-glutamine, Nα-(tert-Butoxycarbonyl)-L-glutamine L-Glutamine, N(2)-[(1,1-dimethylethoxy)carbonyl]- N-(tert-Butoxycarbonyl)-3-(carbamoylmethyl)alanine N2-[(1,1-Dimethylethoxy)carbonyl]-L-glutamine Nα-(tert-Butyloxycarbonyl)-L-glutamine N(^a)-Boc-L-glutamine, 98+% tert-Butoxycarbonyl-L-glutamine Nα- (tert-Butoxycarbonyl)-L-glutamine ,99% Boc-Gln-OH,Nα-(tert-Butoxycarbonyl)-L-glutamine, Boc-L-glutamine L-GLUTAMINE-N-T-BOC BOC-L-GlutaMine(Boc-L-Gln-OH) Boc-Gln-OH (Boc-L-GlutaMine Na-(tert-Butoxycarbonyl)-L-glutaMine) N(alpha)-Boc-L-glutamine, 98+% (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoic acid N-[amino(methoxy)methylidene]carbamic acid tert-butyl ester n-OH TBOC-L-GLUTAMINE T-BUTYLOXYCARBONYL-L-GLUTAMINE N(ALPHA)-BOC-L-GLUTAMINE N-ALPHA-TERT-BUTYLOXYCARBONYL-L-GLUTAMINE NALPHA-(TERT-BUTOXYCARBONYL)-L-GLUTAMINE N-ALPHA-T-BOC-L-GLUTAMINE N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMINE N-(TERT-BUTOXYCARBONYL)-L-GLUTAMINE N-T-BOC-L-GLUTAMINE N-T-BUTOXYCARBONYL-L-GLUTAMINE Nα-(tert-Butoxycarbonyl)-L-glutamine -alpha-t-BOC-L-glutamine N-α-Boc-L-glutamine N(a)-Boc-L-glutamine NA-T-BOC-L-GLUTAMINE N-TERT-BUTOXYCARBONYLGLUTAMINE Nalpha-BOC-L-Glutamine, 99+% n(à)-boc-l-glutamine n(à)-tert-butoxycarbonyl-l-glutamine N-ALPHA-T-BUTYLOXYCARBONYL-L-GLUTAMINE N2-[(tert-butoxy)carbonyl]-L-glutamine Boc-Gln-OH 98% L-GLUTAMINE-N-T-BOC (ALPHA-15N+) Boc-L-glutamine≥ 98% (HPLC) (S)-2-[(tert-Butoxycarbonyl)aMino]-4-carbaMoylbutanoic Acid N2-Carboxy-glutaMine N-tert-Butyl Ester NSC 334370 Nalpha-Boc-L-glutamine Boc-Gln-OH (Tert-Butoxy)Carbonyl Gln-OH n-(tert-butoxycarbonyl)-l-glutamine CAS NO.13726-85-7 Nα-(tert-Butoxycarbonyl)-L-glutamine > N-(tert-Butoxycarbonyl)-L-glutamine USP/EP/BP BOC-glutamine USP/EP/BP N-t-BOC-L-Gln-OH (2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid Pomalidomide Impurity 9Q: What is Pomalidomide Impurity 9 Q: What is the CAS Number of Pomalidomide Impurity 9 Q: What is the storage condition of Pomalidomide Impurity 9 Q: What are the applications of Pomalidomide Impurity 9