di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

Base Information

Chemical Name:di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate
CAS No.:1454598-30-1
Molecular Formula:C₄₂H₅₆N₂O₈Si
Molecular Weight:745.001
Hs Code.:

Synonyms:di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

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Chemical Property of di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

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Technology Process of di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

There total 8 articles about di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate 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: 68.0%

: 1454598-28-7
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-oxo-3,3'-biindoline-1,1'-dicarboxylate

: 1454598-29-8
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

: 1454598-30-1
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 - 45 ℃; Overall yield = 82 %; Overall yield = 1.22 g;
DOI:10.1002/chem.201204522

Reference yield:

: 33333-60-7
3-hydroxy-3-indolyl-2-oxindole

: 1454598-29-8
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

: 1454598-30-1
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 6'-hydroxy-9-amino-9-deoxy-epi-quinidine; C₄₈H₂₉O₄P / chloroform / 96 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1 h / 0 °C

3: 1H-imidazole / dichloromethane / 40 °C

4: dmap / dichloromethane / 0.5 h / 20 °C

5: sodium tetrahydroborate / methanol / 0 - 45 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; 6'-hydroxy-9-amino-9-deoxy-epi-quinidine; C₄₈H₂₉O₄P; In methanol; dichloromethane; chloroform;
DOI:10.1002/chem.201204522

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 1454598-29-8
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

: 1454598-30-1
di-tert-butyl (3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methoxybenzyloxy)ethyl)-2-hydroxy-3,3'-biindoline-1,1'-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 6'-hydroxy-9-amino-9-deoxy-epi-quinidine; C₄₈H₂₉O₄P / chloroform / 96 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1 h / 0 °C

3: 1H-imidazole / dichloromethane / 40 °C

4: dmap / dichloromethane / 0.5 h / 20 °C

5: sodium tetrahydroborate / methanol / 0 - 45 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; 6'-hydroxy-9-amino-9-deoxy-epi-quinidine; C₄₈H₂₉O₄P; In methanol; dichloromethane; chloroform;
DOI:10.1002/chem.201204522