(S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate

Base Information

• Chemical Name: (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate
• CAS No.: 197460-37-0
• Molecular Formula: C₂₆H₂₇NO₃
• Molecular Weight: 401.505
• Mol file: 197460-37-0.mol

Synonyms:(S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate

Chemical Property of (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate

There total 7 articles about (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate 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: 100.0%

phenylmagnesium bromide (100-58-3) + methyl (S)-N-(tert-butoxycarbonyl)indoline-2-carboxylate (197460-36-9) → (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate (197460-37-0)

Guidance literature:

In diethyl ether; at 0 ℃; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2020.1778034

Reference yield:

(S)-indoline-2-carboxylic acid (79815-20-6,78348-24-0) → (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate (197460-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SOCl₂, 2.) Et₃N / 1.) MeOH, -10 deg C, 0.5 h; reflux, 3 h, 2.) CH₂Cl₂, room temperature, 24 h

2: 25 percent / tetrahydrofuran; diethyl ether / 7 h / 0 - 20 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo9708856

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate (197460-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) SOCl₂, 2.) Et₃N / 1.) MeOH, -10 deg C, 0.5 h; reflux, 3 h, 2.) CH₂Cl₂, room temperature, 24 h

2: 25 percent / tetrahydrofuran; diethyl ether / 7 h / 0 - 20 °C

With thionyl chloride; triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo9708856

upstream raw materials:

benzophenone

1-(tert-butoxycarbonyl)indoline

phenylmagnesium bromide

methyl (S)-N-(tert-butoxycarbonyl)indoline-2-carboxylate

Downstream raw materials:

(S)-α,α-diphenyl-(indolin-2-yl)methanol