2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI)

Base Information

• Chemical Name: 2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI)
• CAS No.: 168762-94-5
• Molecular Formula: C9H13NO4
• Molecular Weight: 199.2
• Hs Code.: 2922498590
• Mol file: 168762-94-5.mol

Synonyms:2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI)

Chemical Property of 2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI)

Chemical Property:

• PSA: 79.12000
• LogP: 0.80350

Purity/Quality:

99%min ^*data from raw suppliers

4-(tert-Butoxycarbonylamino)but-2-ynoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI)

There total 1 articles about 2-Butynoicacid,4-[[(1,1-dimethylethoxy)carbonyl]amino]-(9CI) 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: 67.0%

carbon dioxide (124-38-9,18923-20-1) + N-tert-Butoxycarbonyl-1-amino-3-propyne (92136-39-5) → 4-((tert-butoxycarbonyl)amino)but-2-ynoic acid (168762-94-5)

Guidance literature:

N-tert-Butoxycarbonyl-1-amino-3-propyne; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

carbon dioxide; In tetrahydrofuran;

DOI:10.1135/cccc20000434

Reference yield: 100.0%

1-((2S*,4R*)-4-((4-aminophenyl)amino)-2-methyl-3,4-dihydroquinoline-1(2H)-yl)propan-1-one + 4-((tert-butoxycarbonyl)amino)but-2-ynoic acid (168762-94-5) → tert-Butyl (4-((4-(((2S*,4R*)-2-methyl-1-propionyl-1,2,3,4-tetrahydroquinolin-4-yl)amino)phenyl)amino)-4-oxobut-2-yn-1-yl)carbamate

Guidance literature:

4-((tert-butoxycarbonyl)amino)but-2-ynoic acid; With 1-[(1-(cyano-?2-?ethoxy-?2-?oxoethylidenaminooxy)?dimethylamino-?morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

1-((2S*,4R*)-4-((4-aminophenyl)amino)-2-methyl-3,4-dihydroquinoline-1(2H)-yl)propan-1-one; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Reagent/catalyst;

Reference yield: 72.0%

1-((2S*,4R*)-4-(((1r,4R)-4-aminocyclohexyl)amino)-2-methyl-3,4-dihydroquinoline-1(2H)-yl)propan-1-one dihydrochloride + 4-((tert-butoxycarbonyl)amino)but-2-ynoic acid (168762-94-5) → tert-Butyl (4-(((1R,4r)-4-(((2S,4R)-2-methyl-1-propionyl-1,2,3,4-tetrahydroquinolin-4-yl)amino)cyclohexyl)amino)-4-oxobut-2-yn-1-yl)carbamate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

carbon dioxide

N-tert-Butoxycarbonyl-1-amino-3-propyne

Downstream raw materials:

methyl-4,N(tert-butoxycarbonyl)amino,but-2-ynoate

Refernces

• 1、 Havranek, Miroslav,Dvorak, Dalimil. "3-(tributylstannyl)allyl alcohols: Useful building blocks for solid-phase synthesis of skipped dienes and trienes". . p. 434 - 454. Retrieved 2007/10/03.