1-Boc-5-bromo-3-hydroxymethylindole

Base Information

• Chemical Name: 1-Boc-5-bromo-3-hydroxymethylindole
• CAS No.: 905710-14-7
• Molecular Formula: C14H16 Br N O3
• Molecular Weight: 326.19
• Hs Code.: 2933990090
• Mol file: 905710-14-7.mol

Synonyms:OR1689;1-Boc-5-Bromo-3-hydroxymethylindole;tert-butyl 5-bromo-3-(hydroxymethyl)-1H-indole-1-carboxylate;5-Bromo-3-hydroxymethylindole-1-carboxylic acid tert-butyl ester;

Chemical Property of 1-Boc-5-bromo-3-hydroxymethylindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 105-107 °C
• Boiling Point: 442.078oC at 760 mmHg
• PKA: 14.11±0.10(Predicted)
• Flash Point: 221.161oC
• PSA: 51.46000
• Density: 1.43g/cm3
• LogP: 3.67930

Purity/Quality:

98%min ^*data from raw suppliers

1-Boc-5-bromo-3-hydroxymethylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Boc-5-bromo-3-hydroxymethylindole

There total 1 articles about 1-Boc-5-bromo-3-hydroxymethylindole 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%

5-bromo-1-(tert-butoxycarbonyl)indole-3-carboxaldehyde (325800-39-3) → tert-butyl 5-bromo-3-(hydroxymethyl)-1H-indole-1-carboxylate (905710-14-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 6h;

DOI:10.1021/jo060779g

Reference yield: 39.0%

tert-butyl 5-bromo-3-(hydroxymethyl)-1H-indole-1-carboxylate (905710-14-7) + ethyl 2-(2-hydroxyphenyl)acetate (41873-65-8) → tert-butyl 5-bromo-3-((2-(2-ethoxy-2-oxoethyl)phenoxy)methyl)-1H-indole-1-carboxylate

Guidance literature:

With (4-chlorobenzyl)diazene-1,2-dicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

Reference yield:

tert-butyl 5-bromo-3-(hydroxymethyl)-1H-indole-1-carboxylate (905710-14-7) → tert-butyl 5-bromo-3-((1R,2R)-1-(tert-butyldimethylsilyloxy)-3-methoxy-3-oxo-2-phenylpropyl)-1H-indole-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / imidazole / CH₂Cl₂ / 6 h

2: Rh₂(S-PTTL)4 / various solvent(s) / 1 h / 50 °C

With 1H-imidazole; dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; In dichloromethane;

DOI:10.1021/jo060779g

upstream raw materials:

5-bromo-1-(tert-butoxycarbonyl)indole-3-carboxaldehyde

Refernces