69901-85-5

Basic information

• Product Name: Z-D-CHG-OH
• Synonyms: Z-D-Chg-OH >=98.0% (TLC);Z-D-2-cyclohexylglycine≥ 98% (HPLC);N-ALPHA-CARBOBENZOXY-D-CYCLOHEXYLGLYCINE;N-Z-D-ALPHA-CYCLOHEXYLGLYCINE;Z-D-2-CYCLOHEXYLGLYCINE;Z-CYCLOHEXYL-D-GLY-OH;Z-D-CYCLOHEXYLGLYCINE;Z-D-CHG-OH
• CAS NO: 69901-85-5
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34
• Mol File: 69901-85-5.mol

Chemical Properties

• Melting Point: 103℃
• Boiling Point: 492.1 °C at 760 mmHg
• Flash Point: 251.4 °C
• Appearance: /
• Density: 1.200
• Storage Temp.: 2-8°C
• PKA: 3.99±0.10(Predicted)
• BRN: 2222403
• CAS DataBase Reference: Z-D-CHG-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-CHG-OH(69901-85-5)
• EPA Substance Registry System: Z-D-CHG-OH(69901-85-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 69901-85-5(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 127042-68-6 (R)-(-)-methyl N-benzyloxycarbonylamino-2-cyclohexylethanoate 
• 621-84-1 O-benzyl carbamate 
• 4354-49-8 2-cyclohexyl-2-oxoethanoic acid 
• 24461-61-8 (R)-Phenylglycine methyl ester 
• 37763-24-9 (R)-amino(cyclohexyl)acetic acid methyl ester 

Downstream Products

• 127042-93-7 {(R)-Cyclohexyl-[(R)-2-cyclohexyl-2-(trityl-amino)-ethylcarbamoyl]-methyl}-carbamic acid benzyl ester 
• 876366-38-0 (R)-4-Cyclohexyl-5-oxo-oxazolidine-3-carboxylic acid benzyl ester 
• 876366-40-4 [(R)-Cyclohexyl-(3,5-dimethyl-phenylcarbamoyl)-methyl]-methyl-carbamic acid benzyl ester 
• 127042-91-5 3R,7R-dicyclohexyl-1,4,6-triazabicyclo<3.3.0.>oct-4-ene 
• 127042-95-9 (R)-N²-((R)-2-Amino-2-cyclohexyl-ethyl)-1-cyclohexyl-N¹-trityl-ethane-1,2-diamine 
• 127042-94-8 (R)-2-Amino-2-cyclohexyl-N-[(R)-2-cyclohexyl-2-(trityl-amino)-ethyl]-acetamide 
• 127042-96-0 (R)-4-Cyclohexyl-1-[(R)-2-cyclohexyl-2-(trityl-amino)-ethyl]-imidazolidine-2-thione 
• 127042-97-1 [(R)-1-Cyclohexyl-2-((R)-4-cyclohexyl-2-methylsulfanyl-4,5-dihydro-imidazol-1-yl)-ethyl]-trityl-amine; hydriodide 
• 1356457-10-7 3-((R)-2-cyclohexyl-6-oxopiperazin-1-yl)-5-phenylthiophene-2-carboxylic acid hydrochloride 
• 1356453-54-7 (R)-4-(2-carboxy-5-phenylthiophen-3-yl)-3-cyclohexyl-5-oxopiperazine-1-carboxylic acid tert-butyl ester 
• 1356457-08-3 (R)-3-cyclohexyl-4-(2-methoxycarbonyl-5-phenylthiophen-3-yl)-5-oxopiperazine-1-carboxylic acid tert-butyl ester 
• 1356457-07-2 (R)-3-cyclohexyl-5-oxopiperazine-1-carboxylic acid tert-butyl ester 
• 1240586-10-0 (R)-6-cyclohexylpiperazin-2-one 
• 1356457-06-1 (R)-2-(2-(benzyloxycarbonylamino)-2-cyclohexylethylamino)acetic acid methyl ester 

Relevant articles and documents

Asymmetric hydrogenation of N-sulfonylated-α-dehydroamino acids: Toward the synthesis of an anthrax lethal factor inhibitor

(Chemical Equation Presented) A novel and highly enantioselective Ru-catalyzed hydrogenation of N-sulfonylated-α-dehydroamino acids has been discovered and demonstrated in the synthesis of an anthrax lethal factor inhibitor (LFI). Herein, this methodology is used to prepare N-sulfonylated amino acids in up to 98% ee. This unprecedented hydrogenation uses a chiral Ru catalyst rather than Rh as typical for acylated dehydroamino acids and esters, and this work reports the first asymmetric hydrogenation of a tetrasubstituted dehydroamino acid derivative using a Ru catalyst.

ENANTIOSPECIFIC SYNTHESIS OF A RIGID, C2 SYMMETRIC, CHIRAL GUANIDINE BY A NEW AND DIRECT METHOD

A broadly applicable method has been demonstrated for the efficient synthesis of chiral bicyclic guanidines such as 1 from chiral α-amino acids.