(2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate

Base Information

• Chemical Name: (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate
• CAS No.: 1221525-93-4
• Molecular Formula: C₃₄H₃₂N₂O₂
• Molecular Weight: 500.64
• Mol file: 1221525-93-4.mol

Synonyms:(2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate

Chemical Property of (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate

There total 4 articles about (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate 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: 87.0%

3-[(4-methylphenylsulfonyl)(phenyl)methyl]-1H-indole (911303-02-1) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate (1221525-93-4)

Guidance literature:

N-(diphenylmethylene)glycine tert-butyl ester; With [(R)-1,1'-binaphthyl-2,2'-diyldioxy]{bis[(S)-(1-phenylethyl)]amino}phosphine; silver(I) chloride; In toluene; for 0.0833333h; Inert atmosphere;

3-[(4-methylphenylsulfonyl)(phenyl)methyl]-1H-indole; With caesium carbonate; In toluene; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol100161n

Reference yield:

3-(phenyl(phenylsulfonyl)methyl)-1H-indole (1174712-62-9) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate (1221525-93-4)

Guidance literature:

With [(R)-1,1'-binaphthyl-2,2'-diyldioxy]{bis[(S)-(1-phenylethyl)]amino}phosphine; caesium carbonate; silver(I) chloride; In toluene; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol100161n

Reference yield:

3-[(4-methylphenylsulfonyl)(phenyl)methyl]-1H-indole (911303-02-1) + N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) → (2S,3S)-tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate (1221525-93-4) + tert-butyl-2-(diphenylmethyleneamino)-3-(1H-indol-3-yl)-3-phenylpropanoate

Guidance literature:

With [(R)-1,1'-binaphthyl-2,2'-diyldioxy]{bis[(S)-(1-phenylethyl)]amino}phosphine; potassium tert-butylate; silver(I) chloride; In toluene; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol100161n

upstream raw materials:

3-[(4-methylphenylsulfonyl)(phenyl)methyl]-1H-indole

N-(diphenylmethylene)glycine tert-butyl ester

3-(phenyl(phenylsulfonyl)methyl)-1H-indole

Downstream raw materials:

C₂₁H₂₄N₂O₂