13726-85-7

• 

• Basic information

  1. Product Name: N-(tert-Butoxycarbonyl)-L-glutamine
  2. Synonyms: n2-[(1,1-dimethylethoxy)carbonyl]-l-glutamin;BOC-GLN;BOC-GLUTAMINE;BOC-L-GLUTAMINE;BOC-L-GLN;BOC-L-GLN-OH;TBOC-L-GLUTAMINE;T-BUTYLOXYCARBONYL-L-GLUTAMINE
  3. CAS NO:13726-85-7
  4. Molecular Formula: C₁₀H₁₈N₂O₅
  5. Molecular Weight: 246.26
  6. EINECS: 237-296-8
  7. Product Categories: Amino Acid Derivatives;Amino Acids;Glutamine [Gln, Q];Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series;Amino Acids & Derivatives;Chiral Reagents
  8. Mol File: 13726-85-7.mol
  9. Article Data: 26

• Chemical Properties

  1. Melting Point: 113-116 °C (dec.)(lit.)
  2. Boiling Point: 389.26°C (rough estimate)
  3. Flash Point: 261.7 °C
  4. Appearance: White fine crystalline powder
  5. Density: 1.2430 (rough estimate)
  6. Vapor Pressure: 9.65E-12mmHg at 25°C
  7. Refractive Index: -4 ° (C=2, EtOH)
  8. Storage Temp.: −20°C
  9. Solubility: Soluble in DMSO and methanol. Soluble in 1 mmole in 2 ml DMF.
  10. PKA: 3.84±0.10(Predicted)
  11. BRN: 2127805
  12. CAS DataBase Reference: N-(tert-Butoxycarbonyl)-L-glutamine(CAS DataBase Reference)
  13. NIST Chemistry Reference: N-(tert-Butoxycarbonyl)-L-glutamine(13726-85-7)
  14. EPA Substance Registry System: N-(tert-Butoxycarbonyl)-L-glutamine(13726-85-7)

• Safety Data

  1. Hazard Codes: N/A
  2. Statements: N/A
  3. Safety Statements: 22-24/25
  4. WGK Germany: 3
  5. RTECS:
  6. TSCA: Yes
  7. HazardClass: N/A
  8. PackingGroup: N/A
  9. Hazardous Substances Data: 13726-85-7(Hazardous Substances Data)

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13726-85-7 Suppliers

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• High quality Boc-L-Glutamine supplier in China

  Cas No: 13726-85-7

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• Simagchem Corporation
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• Wuhan Fortuna Chemical Co.,Ltd
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• Factory Supply Boc-L-Glutamine

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• Ality Chemical Corporation
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• Boc-Gln-OH

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• SICHUAN TONGSHENG AMINOACID CO.LTD
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• Boc-L-Glutamine

  Cas No: 13726-85-7

• USD $ 4.0-4.0 / Kilogram

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• Dayang Chem (Hangzhou) Co.,Ltd.
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• Nα-tert-Butoxycarbonyl-L-glutamine

  Cas No: 13726-85-7

• USD $ 1.2-5.0 / Kiloliter

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• Chemwill Asia Co., Ltd.
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• sunway Custom synthesis of high quality CAS 13726-85-7 Boc-Gln-OH | pharmaceutical intermediates

  Cas No: 13726-85-7

• USD $ 5.0-9.0 / Gram

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• Hebei yanxi chemical co.,LTD.
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• China Biggest factory Supply High Quality N-(tert-Butoxycarbonyl)-L-glutamine CAS 13726-85-7

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• Henan Tianfu Chemical Co., Ltd.
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• Boc-L-Glutamine

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• USD $ 1.0-99.0 / Gram

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• Hebei Nengqian Chemical Import and Export Co., LTD
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13726-85-7 Usage

Description

N-(tert-Butoxycarbonyl)-L-glutamine, also known as Boc-Gln or N-(t-BOC)-Gln, is a protected form of the naturally occurring amino acid L-glutamine. It is a white fine crystalline powder that is commonly used in the synthesis of various peptides and pharmaceutical compounds. The Boc-protecting group (tert-butoxycarbonyl) is added to the amino group of L-glutamine to prevent unwanted reactions during peptide synthesis, and it can be removed under mild acidic conditions.

Uses

1. Used in Pharmaceutical Industry:
N-(tert-Butoxycarbonyl)-L-glutamine is used as a protected amino acid for the synthesis of various pharmaceutical compounds, including human .beta.-endorphin, which is a potent analgesic agent. The Boc-protecting group allows for the selective protection of the amino group during the synthesis process, ensuring the desired product is obtained without unwanted side reactions.
2. Used in Peptide Synthesis:
N-(tert-Butoxycarbonyl)-L-glutamine is used as a protected amino acid building block for the synthesis of peptides. The Boc-protecting group is particularly useful in solid-phase peptide synthesis (SPPS), where it helps to prevent side reactions and improve the overall yield of the desired peptide product.
3. Used in Research and Development:
N-(tert-Butoxycarbonyl)-L-glutamine is also used in research and development for the study of peptide chemistry, protein structure, and function. The Boc-protected form of L-glutamine allows researchers to explore the effects of amino acid modifications on peptide and protein properties, as well as to develop new synthetic strategies for peptide synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 13726-85-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,2 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 13726-85:
(7*1)+(6*3)+(5*7)+(4*2)+(3*6)+(2*8)+(1*5)=107
107 % 10 = 7
So 13726-85-7 is a valid CAS Registry Number.

InChI:InChI=1/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)/p-1/t6-/m0/s1

13726-85-7 Well-known Company Product Price

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• TCI America

• (B1649)  N^α-(tert-Butoxycarbonyl)-L-glutamine  >98.0%(HPLC)(T)

• 13726-85-7

• 10g

• 580.00CNY

• Detail

• TCI America

• (B1649)  N^α-(tert-Butoxycarbonyl)-L-glutamine  >98.0%(HPLC)(T)

• 13726-85-7

• 25g

• 1,170.00CNY

• Detail

• Alfa Aesar

• (L08604)  N(alpha)-Boc-L-glutamine, 98+%   

• 13726-85-7

• 5g

• 418.0CNY

• Detail

• Alfa Aesar

• (L08604)  N(alpha)-Boc-L-glutamine, 98+%   

• 13726-85-7

• 25g

• 1275.0CNY

• Detail

• Aldrich

• (408441)  Boc-Gln-OH  98%

• 13726-85-7

• 408441-25G

• 1,093.01CNY

• Detail

13726-85-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name	N-(tert-Butoxycarbonyl)-L-glutamine

1.2 Other means of identification

Product number	-
Other names	Nα-(tert-Butoxycarbonyl)-L-glutamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses	For industry use only.
Uses advised against	no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number	-
Service hours	Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13726-85-7 SDS

13726-85-7Upstream product

• 45214-91-3 (2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid 
• 56-86-0 L-glutamic acid 
• 227006-17-9 4-guanidinophenyl N^α-tert-butoxycarbonyl-L-glutaminate 
• 98115-14-1 N^α,N^ca-di-tert-butyloxycarbonylglutamine 
• 56-85-9 L-glutamine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 16965-08-5 1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate 
• 18595-34-1 tert-butyl fluoroformate 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 

13726-85-7Downstream Products

• 55260-24-7 N_α-t-butoxycarbonyl-N_δ-xanthydryl-L-glutamine 
• 99732-84-0 Boc-Ala-Gln-Ser(Bzl)-Gly-OCH₃ 
• 181119-77-7 {(S)-3-Carbamoyl-1-[(S)-2-methyl-1-((R)-2-methyl-1-{(S)-1-[(S)-1-(4-nitro-phenylcarbamoyl)-ethylcarbamoyl]-ethylcarbamoyl}-propylcarbamoyl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester 
• 181119-81-3 {(S)-3-Carbamoyl-1-[(R)-2-methyl-1-((S)-2-methyl-1-{(S)-1-[(S)-1-(4-nitro-phenylcarbamoyl)-ethylcarbamoyl]-ethylcarbamoyl}-propylcarbamoyl)-propylcarbamoyl]-propyl}-carbamic acid tert-butyl ester 
• 416853-05-9 {2,6-bis-[3-(2-tert-butoxycarbonylamino-4-carbamoyl-butyrylamino)-propionylamino]-pyridin-4-yloxy}-acetic acid benzyl ester 
• 77345-20-1 (S)-N-α-tert-butoxycarbonylglutamineamide 
• 15387-45-8 Boc-Gln-ONp 
• 61543-21-3 (S)-benzyl 5-amino-2-((tert-butoxycarbonyl)amino)-5-oxopentanoate 
• 31140-42-8 (RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester 
• 875434-02-9 10-(N-α-tert-butoxycarbonyl-L-glutaminyl)aminogoniothalamin 
• 870196-24-0 {1-[2-(tert-butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanylsulfanylmethyl)-propylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid tert-butyl ester 

13726-85-7Relevant articles and documents

Structural design and synthesis of bimodal PNA that simultaneously binds two complementary DNAs to Form fused double duplexes

Gupta, Manoj Kumar,Madhanagopal, Bharath Raj,Datta, Dhrubajyoti,Ganesh, Krishna N.

, p. 5255 - 5260 (2020)

Bimodal PNAs are new PNA constructs designed to bind two different cDNA sequences synchronously to form double duplexes. They are synthesized on solid phase using sequential coupling and click reaction to introduce a second base in each monomer at Cα via alkyltriazole linker. The ternary bimodal PNA:DNA complexes show stability higher than that of individual duplexes. Bimodal PNAs are appropriate to create higher-order fused nucleic acid assemblies.

A PROCESS FOR THE PREPARATION OF L-GLUTAMINE

-

Page/Page column 13; 14; 15, (2022/01/24)

The present invention relates to a process for the preparation of L-Glutamine of Formula (I). The present invention also relates to an improved process for the purification of L-Glutamine of Formula (I) having specific bulk density and Hausner ratio.

Preparation method of 3-amino-2,6-piperidinedione hydrochloride

-

Paragraph 0032; 0034; 0035; 0041-0072, (2019/02/19)

The invention discloses a preparation method of 3-amino-2,6-piperidinedione hydrochloride. The method comprises the following steps that (1) L-glutamine is protected in an alkaline medium to obtain N-tert-butyl oxyformyl-L-glutamine; (2) under the anhydrous condition, the N-tert-butyl oxyformyl-L-glutamine obtained in step (1) and N,N-carbonyldiimidazole are subjected to cyclization under catalysis of 4-dimethylamino pyridine to obtain N-tert-butyl oxyformyl-3-amino-2,6-piperidinedione; (3) the N-tert-butyl oxyformyl-3-amino-2,6-piperidinedione obtained in step (2) is subjected to deprotectionin an acid medium, hydrochloride is formed, and the 3-amino-2,6-piperidinedione hydrochloride is obtained. The target product, namely the 3-amino-2,6-piperidinedione hydrochloride, is obtained by three steps including protection, cyclization, deprotection and hydrochloride forming, and the obtained product is high in purity and stable in quality. According to the preparation method, only three steps are needed in the synthesis process, the path is simple, the reaction conditions are mild, a high-pressure hydrogenation condition is not needed, the cost is low, and industrialization is easy toachieve.

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