tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate

Base Information

• Chemical Name: tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate
• CAS No.: 1262008-98-9
• Molecular Formula: C₂₄H₂₇NO₄
• Molecular Weight: 393.483
• Mol file: 1262008-98-9.mol

Synonyms:tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate

Chemical Property of tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate

There total 4 articles about tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate 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: 93.0%

tert-butyl 3-(5-(benzyloxy)-1-(2-(tert-butyldimethylsilyloxy)ethyl)-1H-indol-2-yl)acrylate → tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate (1262008-98-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2014.11.089

Reference yield:

tert-butyl 3-(5-(benzyloxy)-1H-indol-2-yl)acrylate → tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate (1262008-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 80 °C / sealed tube

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → tert-butyl 3-(5-(benzyloxy)-1-(2-hydroxyethyl)-1H-indol-2-yl)acrylate (1262008-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 70 °C

2: sodium hydride / N,N-dimethyl-formamide / 0 - 80 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2014.11.089

upstream raw materials:

(tert-Butoxycarbonylmethylene)triphenylphosphorane

2-(5-benzyloxyindole)carboxyaldehyde

Downstream raw materials:

2-(8-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)acetic acid

tert-butyl 2-(8-(benzyloxy)-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)acetate

tert-butyl 2-(8-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)acetate

2-(10-chloro-8-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-yl)acetic acid