Methyl 3-(tert-butoxycarbonylamino)picolinate

Base Information

• Chemical Name: Methyl 3-(tert-butoxycarbonylamino)picolinate
• CAS No.: 912369-42-7
• Molecular Formula: C12H16N2O4
• Molecular Weight: 252.26644
• Hs Code.: 2933399090
• Mol file: 912369-42-7.mol

Synonyms:Methyl 3-(BOC-amino)picolinate;Methyl 3-(tert-butoxycarbonylamino)picolinate;3-tert-Butoxycarbonylamino-pyridine-2-carboxylic acid methyl ester;Methyl 3-(tert-butoxycarbonyl)picolinate

Chemical Property of Methyl 3-(tert-butoxycarbonylamino)picolinate

Chemical Property:

• PSA: 81.01000
• LogP: 2.22880
• Storage Temp.: Room temperature.

Purity/Quality:

NLT 98% ^*data from raw suppliers

Methyl3-(BOC-amino)picolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 3-(tert-butoxycarbonylamino)picolinate

There total 3 articles about Methyl 3-(tert-butoxycarbonylamino)picolinate 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: 38.5%

pyridine-2,3-dicarboxylic acid 2-methyl ester (24195-07-1) + tert-butyl alcohol (75-65-0) → methyl 3-{[(tert-butoxy)carbonyl]amino}pyridine-2-carboxylate (912369-42-7)

Guidance literature:

pyridine-2,3-dicarboxylic acid 2-methyl ester; tert-butyl alcohol; With triethylamine; at 20 ℃; for 0.0833333h;

With diphenyl phosphoryl azide; In tert-butyl alcohol; for 3h; Reflux;

Reference yield:

pyridine-2,3-dicarboxylic acid 2-methyl ester (24195-07-1) + pyridine-2,3-dicarboxylic acid 3-methyl ester (24195-02-6) + tert-butyl alcohol (75-65-0) → methyl 3-{[(tert-butoxy)carbonyl]amino}pyridine-2-carboxylate (912369-42-7) + 2-tert-butoxycarbonylamino-nicotinic acid methyl ester (873460-09-4)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 20 ℃; for 4.08333h; Heating / reflux;

Reference yield:

Pyridine-2,3-dicarboxylic anhydride (699-98-9) → methyl 3-{[(tert-butoxy)carbonyl]amino}pyridine-2-carboxylate (912369-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 1 h / Heating / reflux

2: diphenyl phosphoryl azide; triethylamine / 4.08 h / 20 °C / Heating / reflux

With diphenyl phosphoryl azide; triethylamine; In methanol;

upstream raw materials:

pyridine-2,3-dicarboxylic acid 2-methyl ester

pyridine-2,3-dicarboxylic acid 3-methyl ester

tert-butyl alcohol

Pyridine-2,3-dicarboxylic anhydride

Downstream raw materials:

methyl 3-aminopicolinate

2-(tert-butoxycarbonyl)amino-3-hydrohymethyl pyridine

Refernces

• 1、 Boros, Eric E.,Edwards, Cynthia E.,Foster, Scott A.,Fuji, Masahiro,Fujiwara, Tamio,Garvey, Edward P.,Golden, Pamela L.,Hazen, Richard J.,Jeffrey, Jerry L.,Johns, Brian A.,Kawasuji, Takashi,Kiyama, Ryuichi,Koble, Cecilia S.,Kurose, Noriyuki,Miller, Wayne H.,Mote, Angela L.,Murai, Hitoshi,Sato, Akihiko,Thompson, James B.,Woodward, Mark C.,Yoshinaga, Tomokazu. "Synthesis and antiviral activity of 7-benzyl-4-hydroxy-1,5-naphthyridin- 2(1H)-one HIV integrase inhibitors". experimental part. p. 2754 - 2761. Retrieved 2010/01/16.