(3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid

Base Information

• Chemical Name: (3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid
• CAS No.: 138774-95-5
• Molecular Formula: C₂₈H₂₆N₂O₆
• Molecular Weight: 486.524
• Mol file: 138774-95-5.mol

Synonyms:(3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid

Chemical Property of (3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid

There total 3 articles about (3R)-N⁽¹⁾-Z-N⁽²⁾-Fmoc-piperazic acid 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: 49.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + C21H35N3O7 + benzyl chloroformate (501-53-1,94274-21-2) → (3R)-N(1)-Z-N(2)-Fmoc-piperazic acid (138774-95-5)

Guidance literature:

C₂₁H₃₅N₃O₇; With benzyloxymagnesium bromide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

With palladium on carbon; hydrogen; In ethyl acetate; at 20 ℃; for 4.5h; Inert atmosphere;

(fluorenylmethoxy)carbonyl chloride; benzyl chloroformate; Further stages;

DOI:10.1246/bcsj.20210170

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (3R)-N(1)-Z-N(2)-Fmoc-piperazic acid (138774-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; toluene / 15 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; chloro-trimethyl-silane / dichloromethane / 1 h / Reflux; Inert atmosphere

2.2: 17 h / 0 - 20 °C / Reflux; Inert atmosphere

With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In dichloromethane; water; toluene;

DOI:10.1002/chem.201406020

Reference yield:

(3R)-hexahydropyridazine-3-carboxylic acid trifluoroacetic acid → (3R)-N(1)-Z-N(2)-Fmoc-piperazic acid (138774-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; toluene / 15 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; chloro-trimethyl-silane / dichloromethane / 1 h / Reflux; Inert atmosphere

2.2: 17 h / 0 - 20 °C / Reflux; Inert atmosphere

With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In dichloromethane; water; toluene;

DOI:10.1002/chem.201406020

upstream raw materials:

benzyl chloroformate

(fluorenylmethoxy)carbonyl chloride