4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester

Base Information

• Chemical Name: 4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester
• CAS No.: 85909-04-2
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217.265
• Mol file: 85909-04-2.mol

Synonyms:4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester;METHYL 4-(TERT-BUTOXYCARBONYLAMINO) BUTANOATE

Chemical Property of 4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester

Chemical Property:

• PSA: 64.63000
• LogP: 1.85520
• Storage Temp.: 2-8°C

Purity/Quality:

99.90% ^*data from raw suppliers

Methyl4-(tert-Butoxycarbonylamino)butanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic acid methyl ester

There total 21 articles about 4-[[(1,1-dimethylethoxy)carbonyl]amino]Butanoic 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: 99.0%

methanol (67-56-1) + tert-butyl 2-oxopyrrolidine-1-carboxylate (85909-08-6) → 4-tert-butoxycarbonylaminobutyric acid methyl ester (85909-04-2)

Guidance literature:

With C₁₇H₂₃BN₂O; In isopropyl alcohol; at 25 ℃; for 0.4h; under 760.051 Torr; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201200304

Reference yield: 90.0%

methanol (67-56-1) + N-(tert-butoxycarbonyl)-4-aminobutanoic acid (57294-38-9) → 4-tert-butoxycarbonylaminobutyric acid methyl ester (85909-04-2)

Guidance literature:

With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.ejmech.2010.11.003

Reference yield: 90.0%

methanol (67-56-1) + tert-butyl (4-oxo-4-(quinolin-8-ylamino)butyl)carbamate → 4-tert-butoxycarbonylaminobutyric acid methyl ester (85909-04-2)

Guidance literature:

With nickel(II) bis(2,2,6,6-tetramethylheptane-3,5-dionate); at 80 ℃; for 24h; chemoselective reaction;

DOI:10.1021/acscatal.7b00442

upstream raw materials:

methanol

tert-butyl 2-oxopyrrolidine-1-carboxylate

N-(tert-butoxycarbonyl)-4-aminobutanoic acid

methyl iodide

Downstream raw materials:

C₁₈H₂₄N₂O₅

C₂₇H₃₈N₄O₇

C₃₆H₅₂N₆O₉

C₄₅H₆₆N₈O₁₁

Refernces

• 1、 Wong, Jeff Y. F.,Tobin, John M.,Vilela, Filipe,Barker, Graeme. "Batch Versus Flow Lithiation–Substitution of 1,3,4-Oxadiazoles: Exploitation of Unstable Intermediates Using Flow Chemistry". supporting information. p. 12439 - 12445. Retrieved 2019/09/06.
• 2、 Deguchi, Toru,Xin, Hai-Long,Morimoto, Hiroyuki,Ohshima, Takashi. "Direct Catalytic Alcoholysis of Unactivated 8-Aminoquinoline Amides". . p. 3157 - 3161. Retrieved 2017/06/09.