(R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate

Base Information

• Chemical Name: (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate
• CAS No.: 870822-90-5
• Molecular Formula: C16H24N2O4
• Molecular Weight: 308.378
• Mol file: 870822-90-5.mol

Synonyms:(1R)-tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate;tert-butyl 2-((2-aminoethyl)(methyl)amino)ethylcarbamate;(R)-tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate;tert-butyl 2-{(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate;tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate;tert-butyl 2-[(R)-1-[4-(ethoxycarbonyl)phenyl]ethyl]hydrazinecarboxylate;

Chemical Property of (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate

Chemical Property:

• PSA: 80.15000
• LogP: 3.54890

Purity/Quality:

≥95% ^*data from raw suppliers

(R)-tert-butyl2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate

There total 5 articles about (R)-tert-butyl 2-(1-(4-(ethoxycarbonyl)phenyl)ethyl)hydrazinecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tert-butyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate (870822-87-0) → tert-butyl 2-{(1S)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate (870822-89-2) + tert-butyl 2-{(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate (870822-90-5)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; hydrogen; In methanol; at 50 ℃; for 22h; under 15514.9 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1021/ol902602c

Reference yield:

tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazin-1-carboxylate (870822-88-1) → tert-butyl 2-{(1S)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate (870822-89-2) + tert-butyl 2-{(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate (870822-90-5)

Guidance literature:

Purification / work up; Resolution of racemate;

Reference yield:

tert-butyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate (870822-87-0) → tert-butyl 2-{(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinecarboxylate (870822-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride; toluene-4-sulfonic acid / tetrahydrofuran / Inert atmosphere

2: ChiralPak AD column / Resolution of racemate

With sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran;

DOI:10.1021/jm300579z

upstream raw materials:

tert-butyl 2-{1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazin-1-carboxylate

tert-butyl N'-[1-[4-(ethoxycarbonyl)phenyl]ethylidene]hydrazinecarboxylate

t-butoxycarbonylhydrazine

ethyl-4-acetylbenzoate

Downstream raw materials:

(R)-(+)-ethyl 4-[1-(2-benzoylhydrazino)ethyl]benzoate

{(1R)-1-[4-(ethoxycarbonyl)phenyl]ethyl}hydrazinium trifluoroacetate

(1R)-ethyl 4-(1-hydrazinoethyl)benzoate