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BOC-D-GLU-OH

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CAS:34404-28-9
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BOC-D-GLU-OH manufacturers

  • Boc-D-Glu-OH
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  • $0.00/ kg
  • 2026-02-02
  • CAS:34404-28-9
  • Min. Order: 1kg
  • Purity: 98%
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  • BOC-D-GLU-OH
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  • $1.00 / 1KG
  • 2019-07-06
  • CAS:34404-28-9
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 20kg
BOC-D-GLU-OH Basic information
Product Name:BOC-D-GLU-OH
Synonyms:BOC-D-GLUTAMIC ACID;BOC-D-GLU-OH;N-BOC-D-GLUTAMIC ACID;N-ALPHA-T-BUTOXYCARBONYL-D-GLUTAMIC ACID;N-(TERT-BUTOXYCARBONYL)-D-GLUTAMIC ACID;(R)-2-(tert-butoxycarbonylamino)pentanedioic acid;N-Boc-D-glutamic Acid Boc-D-Glu-OH;N-carboxyglutamic acid N-tert-butyl ester
CAS:34404-28-9
MF:C10H17NO6
MW:247.25
EINECS:
Product Categories:Boc-Amino Acids and Derivative;Amino Acids;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids
Mol File:34404-28-9.mol
BOC-D-GLU-OH Structure
BOC-D-GLU-OH Chemical Properties
Melting point 108 °C(dec.)
Boiling point 435.9±35.0 °C(Predicted)
density 1.264
refractive index 14 ° (C=1, MeOH)
storage temp. Sealed in dry,Room Temperature
Water Solubility Soluble in water
pka3.83±0.10(Predicted)
form powder to crystal
color White to Almost white
Optical Rotation15.5°(C=0.009914g/ml MEOH)
InChIInChI=1S/C10H17NO6/c1-10(2,3)17-9(16)11-6(8(14)15)4-5-7(12)13/h6H,4-5H2,1-3H3,(H,11,16)(H,12,13)(H,14,15)/t6-/m1/s1
InChIKeyAQTUACKQXJNHFQ-ZCFIWIBFSA-N
SMILESC(O)(=O)[C@@H](CCC(O)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference34404-28-9(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
HS Code 29225090
MSDS Information
BOC-D-GLU-OH Usage And Synthesis
Chemical PropertiesWhite to light yellow solid
UsesN-Boc-D-glutamic Acid is an N-Boc-protected form of D-Glutamic acid (G596965). D-Glutamic acid is an unnatural isomer of L-Glutamic acid (G596960), and is found in bacterial cell wall peptidoglycan of gram-positive and gram-negative bacteria. D-Glutamic acid also occurs as poly-gamma-Glutamic acid, which is a weak immunogen but is capable of acting as a hapten (a small molecule that induces the production of antibodies, as well as binding to them).
Synthesis
D(-)-Glutamic acid

6893-26-1

Di-tert-butyl dicarbonate

24424-99-5

BOC-D-GLU-OH

34404-28-9

General procedure for the synthesis of (R)-2-((tert-butoxycarbonyl)amino)glutaric acid from D-glutamic acid and di-tert-butyl dicarbonate: 1.55 liters of a solvent mixture of DMF/H2O (3:2, v/v) was added to a reaction flask and stirring was turned on. Slowly add 142 g of D-glutamic acid to the system and stir for 10 minutes until the system is clarified. Maintaining the temperature of the system between 20°C and 30°C, 161 g of di-tert-butyl dicarbonate was slowly added dropwise, and the reaction was continued with stirring for 1 hour after the dropwise addition. Upon completion of the reaction, the reaction mixture was washed with 200 mL of ethyl acetate and the organic phases were combined. The organic phase was extracted once more with 200 ml of ethyl acetate and subsequently washed sequentially with 300 ml of water and 300 ml of saturated saline. The organic phase was separated and dried with anhydrous sodium sulfate for 1 hour. The drier was removed by filtration and the filtrate was concentrated and dried to give 157 g of (R)-2-((tert-butoxycarbonyl)amino)glutaric acid in 90% yield.

References[1] Journal of the American Chemical Society, 2011, vol. 133, # 51, p. 20942 - 20950
[2] Patent: CN103980186, 2016, B. Location in patent: Paragraph 0044-0046
BOC-D-GLU-OH Preparation Products And Raw materials
Raw materialsD(-)-Glutamic acid-->Di-tert-butyl dicarbonate
Tag:BOC-D-GLU-OH(34404-28-9) Related Product Information
(R)-N-Boc-glutamic acid-1,5-dimethyl ester Boc-D-Glu-OBzl Boc-L-Glutamic acid 1-benzyl ester BOC-D-GLU-OH Boc-D-Glutamic acid 5-benzyl ester N-(tert-Butoxycarbonyl)-L-glutamine Boc-L-glutamic acid 1-tert-butyl ester BOC-GLU(OME)-OH BOC-L-GLU-OH Boc-D-Glutamine N-Cbz-L-glutamic acid Boc-L-Glutamic acid 5-benzylester D(-)-Glutamic acid L-Glutamic acid BOC-D-GLU(OBZL)-OSU BOC-D-GLU-OME BOC-D-GLU(OME)-OH DCHA BOC-D-GLU(OTBU)-OH

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