(R)-4-N-Boc-Piperazine-2-acetic acid methyl ester

Base Information

• Chemical Name: (R)-4-N-Boc-Piperazine-2-acetic acid methyl ester
• CAS No.: 1217683-44-7
• Molecular Formula: C₁₂H₂₂N₂O₄
• Molecular Weight: 258.318
• DSSTox Substance ID: DTXSID40363540
• Wikidata: Q82147277
• Mol file: 1217683-44-7.mol

Synonyms:1217683-44-7;(R)-4-N-Boc-Piperazine-2-acetic acid methyl ester;tert-butyl (3R)-3-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate;(R)-TERT-BUTYL 3-(2-METHOXY-2-OXOETHYL)PIPERAZINE-1-CARBOXYLATE;SCHEMBL6628364;DTXSID40363540;2-Piperazineacetic acid, 4-[(1,1-dimethylethoxy)carbonyl]-, methyl ester, (2R)-;MFCD05863890;AKOS022182024;BS-49468;CS-0030258;(3R)-1-Boc-3-(2-methoxy-2-oxoethyl)piperazine;A857983;(R)-TERT-BUTYL3-(2-METHOXY-2-OXOETHYL)PIPERAZINE-1-CARBOXYLATE

Chemical Property of (R)-4-N-Boc-Piperazine-2-acetic acid methyl ester

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 258.15795719
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

(R)-tert-Butyl3-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNC(C1)CC(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCN[C@@H](C1)CC(=O)OC

Technology Process of (R)-4-N-Boc-Piperazine-2-acetic acid methyl ester

There total 7 articles about (R)-4-N-Boc-Piperazine-2-acetic acid methyl ester 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:

2-methoxycarbonylmethylpiperazine dihyrochloride (394709-83-2) + 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 3-(methoxycarbonylmethyl)piperazine-1-carboxylic acid tert-butyl ester (183742-33-8,1217683-44-7)

Guidance literature:

2-methoxycarbonylmethylpiperazine dihyrochloride; With potassium carbonate; In water; ethyl acetate; at 20 ℃; for 22h; under 1551.49 Torr;

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile; In water; ethyl acetate; at 20 ℃; for 3.08333h; Cooling with ice;

Reference yield:

methyl piperazin-2-ylacetate (368441-98-9) + 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 3-(methoxycarbonylmethyl)piperazine-1-carboxylic acid tert-butyl ester (183742-33-8,1217683-44-7)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 0 - 20 ℃; for 3h; pH=9 - 10;

DOI:10.1021/jm061319i

Reference yield:

1‐benzyl 4‐tert‐butyl (2S)‐2‐(2‐methoxy‐2‐oxoethyl)piperazine‐1,4‐dicarboxylate (314741-49-6) → 3-(methoxycarbonylmethyl)piperazine-1-carboxylic acid tert-butyl ester (183742-33-8,1217683-44-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol;

upstream raw materials:

methyl piperazin-2-ylacetate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

1,4-dibenzyl-2-methoxycarbonylmethylpiperazine

1‐benzyl 4‐tert‐butyl (2S)‐2‐(2‐methoxy‐2‐oxoethyl)piperazine‐1,4‐dicarboxylate

Downstream raw materials:

3-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-(4-chloro-2-(4-(3,3,3-trifluoropropyl)piperazin-1-yl)phenylcarbamoyl)-2,3-difluorobenzyl)-3-(2-methoxy-2-oxoethyl)piperazine-1-carboxylate

Refernces

• 1、 -. "NOVEL IN-VIVO PROBE FOR REAL TIME LONGITUDINAL MONITORING OF INDUCIBLE NITRIC-OXIDE SYNTHASE IN LIVING CELLS AND ANIMALS". Paragraph 0078. . Retrieved 2018/06/06.
• 2、 Davey, David D.,Adler, Marc,Arnaiz, Damian,Eagen, Keith,Erickson, Shawn,Guilford, William,Kenrick, Margaret,Morrissey, Michael M.,Ohlmeyer, Mike,Pan, Gonghua,Paradkar, Vidyadhar M.,Parkinson, John,Polokoff, Mark,Saionz, Kurt,Santos, Cecile,Subramanyam, Babu,Vergona, Ron,Wei, Robert G.,Whitlow, Marc,Ye, Bin,Zhao, Zuchun,Devlin, James J.,Phillips, Gary. "Design, synthesis, and activity of 2-imidazol-1-ylpyrimidine derived inducible nitric oxide synthase dimerization inhibitors". . p. 1146 - 1157. Retrieved 2007/10/03.