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Cbz-Cyclohexyl-L-glycine

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CAS:69901-75-3
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Cbz-Cyclohexyl-L-glycine manufacturers

  • Cbz-Chg-OH
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  • $0.00/ kg
  • 2026-01-17
  • CAS:69901-75-3
  • Min. Order: 1kg
  • Purity: 98%
  • Supply Ability: 1T+
Cbz-Cyclohexyl-L-glycine Basic information
Product Name:Cbz-Cyclohexyl-L-glycine
Synonyms:Cyclohexaneacetic acid,a-[[(phenylMethoxy)carbonyl]aMino]-,(aS)-;Cbz-L-CHG-OH;CBZ-CHG-OH;N-Benzyloxycarbonyl-L-2-cyclohexylglycine, 95%;(S)-N-Cbz-Aminocyclohexylacetic acid;Cbz-Cyclohexyl-L-glycine;Z-Cyclohexylglycine;(S)-α-[[(phenylMethoxy)carbonyl]aMino]cyclohexaneacetic Acid
CAS:69901-75-3
MF:C16H21NO4
MW:291.35
EINECS:478-210-0
Product Categories:Amino Acids & Derivatives;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;chiral;Chiral Reagent
Mol File:69901-75-3.mol
Cbz-Cyclohexyl-L-glycine Structure
Cbz-Cyclohexyl-L-glycine Chemical Properties
Melting point 111-114°C
Boiling point 492.1±38.0 °C(Predicted)
density 1.200±0.06 g/cm3(Predicted)
vapor pressure 0Pa at 25℃
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka3.99±0.10(Predicted)
color White
InChIInChI=1/C16H21NO4/c18-15(19)14(13-9-5-2-6-10-13)17-16(20)21-11-12-7-3-1-4-8-12/h1,3-4,7-8,13-14H,2,5-6,9-11H2,(H,17,20)(H,18,19)/t14-/s3
InChIKeyCUSYTUPJAYLNFQ-WDHUHKLTNA-N
SMILES[C@H](C1CCCCC1)(C(=O)O)NC(=O)OCC1C=CC=CC=1 |&1:0,r|
LogP1.7 at 25℃ and pH2.5
CAS DataBase Reference69901-75-3(CAS DataBase Reference)
Safety Information
MSDS Information
Cbz-Cyclohexyl-L-glycine Usage And Synthesis
Chemical PropertiesCbz-Cyclohexyl-L-glycine is white to Off-White Solid
UsesCbz-Cyclohexyl-L-glycine is a gylicine derivative used in the preparation of peptides as inhibitors of serine proteases, particularly hepatitis C virus NS3-NS4A protease.
Synthesis
L-alpha-Cyclohexylglycine

14328-51-9

Benzyl chloroformate

501-53-1

Cbz-Cyclohexyl-L-glycine

69901-75-3

General Steps: Step (1): 534 mL of deionized water and 60.9 mL of 20% aqueous sodium hydroxide were added to 60.0 g of L-(+)-2-cyclohexylglycine (L-CHG) and stirred until completely dissolved. Subsequently, activated carbon was added to the solution for decolorization and supplemented with 79 mL of deionized water. Under stirring, 65.1 g of benzyl chloroformate (Cbz-Cl) and 60.9 mL of 20% aqueous sodium hydroxide solution were added slowly and dropwise to introduce a benzyloxycarbonyl (Cbz) protecting group in the L-CHG molecule. Step (2): the reaction solution obtained in step (1) (total volume 865 mL) was added to deionized water and isopropyl alcohol (IPA) in the proportions shown in Table 1, respectively. Step (3): After the completion of step (2), 4.1 mL of hydrochloric acid was added to the reaction solution to carry out the neutralization reaction, and the precipitated crystals were subsequently separated by filtration. The crystals obtained by filtration were dried to finally obtain (S)-2-(((benzyloxy)carbonyl)amino)-2-cyclohexylacetic acid (Cbz-L-CHG). The specific results for each experimental condition are detailed in Table 1.

References[1] Patent: US2011/152573, 2011, A1. Location in patent: Page/Page column 3
Cbz-Cyclohexyl-L-glycine Preparation Products And Raw materials
Raw materialsL-alpha-Cyclohexylglycine-->Benzyl chloroformate-->Sodium hydroxide-->Isopropyl alcohol-->Hydrochloric acid
Tag:Cbz-Cyclohexyl-L-glycine(69901-75-3) Related Product Information
N-Carbobenzyloxyglycine Trimethoprim Isocyanatocyclohexane Benzyloxyacetyl chloride Stearic acid Folic acid Ethyl 2-(Chlorosulfonyl)acetate Molasses Glycine Cyclohexylbenzene Betaine Benzyl glycinate hydrochloride Cyclohexanemethanol Z-3-CYCLOHEXYL-L-ALANINE Citric acid Ascoric Acid N-Cbz-L-Isoleucine Z-NLE-OH

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