N-(tert-Butoxycarbonyl)-L-glutamine

Product Name: 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;n-OH;BOC-L-GLN-OH;NSC 334370;BOC-GLUTAMINE;Boc-Gln-OH 98%;TBOC-L-GLUTAMINE;N-t-BOC-L-Gln-OH
CBNumber: CB8436290
Molecular Formula: C10H18N2O5
Formula Weight: 246.26
MOL File: 13726-85-7.mol

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

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
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)

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
TSCA: Yes
HS Code: 29241990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 408441
Product name: Boc-Gln-OH
Purity: 98%
Packaging: 25g
Price: $146
Updated: 2025/07/31

TCI Chemical

Product number: B1649
Product name: Nalpha-(tert-Butoxycarbonyl)-L-glutamine
Purity: >98.0%(HPLC)(T)
Packaging: 10g
Price: $67
Updated: 2025/07/31

TCI Chemical

Product number: B1649
Product name: Nalpha-(tert-Butoxycarbonyl)-L-glutamine
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $132
Updated: 2025/07/31

Usbiological

Product number: 005155
Product name: tert-Butoxycarbonyl-L-glutamine
Packaging: 1g
Price: $319
Updated: 2021/12/16

TRC

Product number: B690430
Product name: tert-Butoxycarbonyl-L-glutamine
Packaging: 100g
Price: $325
Updated: 2021/12/16

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N-(tert-Butoxycarbonyl)-L-glutamine Chemical Properties,Usage,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

56-85-9

24424-99-5

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

N-(tert-Butoxycarbonyl)-L-glutamine Preparation Products And Raw materials

Raw materials

Preparation Products

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

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

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Boc-L-Gln-OH 13726-85-7
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 500kgs
Release date: 2021-09-24

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: Boc-L-Gln-OH 13726-85-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2023-09-25

Anhui Dexinjia Biopharm Co., Ltd

Product: N-(tert-Butoxycarbonyl)-L-glutamine 13726-85-7
Price: US $10.00/kg
Min. Order: 1kg
Purity: 98
Supply Ability: 100kg
Release date: 2024-04-10

13726-85-7, N-(tert-Butoxycarbonyl)-L-glutamineRelated Search:

BOC-L-Serine BOC-L-Asparagine Boc-D-Valine BOC-CYS-OH L-Glutamine Boc-L-Glutamic acid 4-BROMO-2,2-DIPHENYLBUTYRONITRILE 5-Methoxymethyl-2,3-pyridinedicarboxylic acid (2,3,4-trihydroxy-5-oxo-pentoxy)phosphonic acid BUTOXYCARBOXIM 1,3-dihydro-4-methyl-2H-1,5-benzodiazepin-2-one L-Glutamic acid, N-[4-[[(2,4-diamino-6-pteridinyl)methyl]formylamino]benzoyl]-, 1-(1,1-dimethylethyl) 5-methyl ester NALPHA-(TERT-BUTOXYCARBONYL)-D-GLUTAMINE,N-tert-Butoxycarbonyl-D-glutamine ,n(à)-tert-butoxycarbonyl-d-glutamine N-Boc-N'-(9-xanthenyl)-L-glutamine N-(tert-Butoxycarbonyl)-L-glutamine N-Boc-N'-trityl-L-glutamine NALPHA-tert-Butoxycarbonyl-L-glutamine 4-nitrophenyl ester BOC-N-GAMMA-ETHYL-L-GLUTAMINE

n2-[(1,1-dimethylethoxy)carbonyl]-l-glutamin

BOC-GLN

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

BOC-L-GLUTAMINE

BOC-L-GLN

BOC-L-GLN-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

N<SUB>α</SUB>-(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 &gt

N-(tert-Butoxycarbonyl)-L-glutamine USP/EP/BP