TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE

Base Information

• Chemical Name: TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE
• CAS No.: 429673-78-9
• Molecular Formula: C₁₀H₁₈N₄O₃
• Molecular Weight: 242.278
• Mol file: 429673-78-9.mol

Synonyms:TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE ;trans-3-Azido-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE

Chemical Property:

• PSA: 88.52000
• LogP: 1.32166

Purity/Quality:

98%min ^*data from raw suppliers

TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE

There total 25 articles about TRANS-3-AZIDO-1-BOC-4-METHOXYPYRROLIDINE 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%

tert-butyl (3R,4R)-3-methoxy-4-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate → 1-tert-butoxycarbonyl-cis-3-azido-4-methoxypyrrolidine (429673-78-9)

Guidance literature:

With sodium azide; tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 100 ℃; for 20h;

Reference yield: 90.0%

(3S,4S)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (190792-84-8) + methyl iodide (74-88-4) → (3S,4S)-tert-butyl 3-azido-4-methoxypyrrolidine-1-carboxylate (372482-13-8,429673-78-9)

Guidance literature:

(3S,4S)-3-azido-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester; With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201101513

Reference yield: 84.0%

(3S,4R)-3-Methoxy-4-(toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester (597556-71-3) → (3S,4S)-tert-butyl 3-azido-4-methoxypyrrolidine-1-carboxylate (372482-13-8,429673-78-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1016/S0040-4039(03)01362-5

upstream raw materials:

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)-3-pyrroline

1-tert-butoxycarbonyl-3,4-epoxypyrrolidine

tert-butyl (3R,4R)-3-hydroxy-4-methoxypyrrolidine-1-carboxylate

Refernces

• 1、 -. "ERK INHIBITORS". Page/Page column 81. . Retrieved 2016/07/05.
• 2、 -. "NOVEL AMINOPYRIDINE DERIVATIVES HAVING AURORA A SELECTIVE INHIBITORY ACTION". Page/Page column 36-37. . Retrieved 2010/11/04.