1-Boc-3-hydroxymethyl-2-methylindole

Base Information

• Chemical Name: 1-Boc-3-hydroxymethyl-2-methylindole
• CAS No.: 914349-13-6
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Hs Code.: 2933990090
• Mol file: 914349-13-6.mol

Synonyms:OR1704;tert-butyl 3-(hydroxymethyl)-2-methyl-1H-indole-1-carboxylate;1-Boc-3-Hydroxymethyl-2-methylindole;

Chemical Property of 1-Boc-3-hydroxymethyl-2-methylindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 412.23oC at 760 mmHg
• PKA: 14.41±0.10(Predicted)
• Flash Point: 203.11oC
• PSA: 51.46000
• Density: 1.132g/cm3
• LogP: 3.22520
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-(Hydroxymethyl)-2-methyl-1H-indole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Boc-3-hydroxymethyl-2-methylindole

There total 2 articles about 1-Boc-3-hydroxymethyl-2-methylindole 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: 66.0%

N-(tert-butoxycarbonyl)-2-[1-(tert-butyldimethylsiloxy)-2,3-butadien-2-yl]aniline (873656-92-9) → 1-(tert-butoxycarbonyl)-3-hydroxymethyl-2-methylindole (914349-13-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/ol052179u

Reference yield:

tert-butyl 2-iodophenylcarbamate (161117-84-6) → 1-(tert-butoxycarbonyl)-3-hydroxymethyl-2-methylindole (914349-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / tri-2-furylphosphine; CuI; Pd₂(dba)3 / dimethylformamide / 2 h / 20 °C

2: 66 percent / TBAF / tetrahydrofuran / 0 °C

With copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; trifuran-2-yl-phosphane; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Stille coupling;

DOI:10.1021/ol052179u

upstream raw materials:

N-(tert-butoxycarbonyl)-2-[1-(tert-butyldimethylsiloxy)-2,3-butadien-2-yl]aniline

tert-butyl 2-iodophenylcarbamate