benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

Base Information

Chemical Name:benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate
CAS No.:760968-20-5
Molecular Formula:C₂₆H₂₃NO₆S
Molecular Weight:477.538
Hs Code.:

Synonyms:benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

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Chemical Property of benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

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Technology Process of benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

There total 4 articles about benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-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: 85.0%

: 3-((E)-2-Methoxycarbonyl-vinyl)-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester

: 760968-20-5
benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

Guidance literature:: 3-((E)-2-Methoxycarbonyl-vinyl)-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester; With methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); In water; tert-butyl alcohol; for 15h;

With sodium sulfite; In water; tert-butyl alcohol; for 0.5h;
DOI:10.1021/ol048974+

Reference yield:

: 5059-30-3
2-chloroindole-3-carboxaldehyde

: 760968-20-5
benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-acetamide

1.2: 83 percent / N,N-dimethyl-acetamide / 2.5 h / 90 °C

2.1: n-butyl lithium / 1,2-dimethoxy-ethane

2.2: 81 percent / 1,2-dimethoxy-ethane / 40 h / Heating

3.1: sodium hydride / tetrahydrofuran / 15 h

4.1: 6.45 g / potassium ferricyanide; potassium carbonate; K₂OsO₂(OH)4 / (DHQ)2PHAL; mathanesulfonamide / 2-methyl-propan-2-ol; H₂O / 15 h

With n-butyllithium; potassium dioxotetrahydroxoosmate(VI); sodium hydride; potassium carbonate; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl acetamide; water; tert-butyl alcohol;
DOI:10.1021/jo050896w

Reference yield:

: 760968-02-3
2-phenylsulfanyl-1H-indole-3-carbaldehyde

: 760968-20-5
benzyl 3-(1,2-dihydroxy-2-methoxycarbonyl-ethyl)-2-phenylsulfanyl-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyl lithium / 1,2-dimethoxy-ethane

1.2: 81 percent / 1,2-dimethoxy-ethane / 40 h / Heating

2.1: sodium hydride / tetrahydrofuran / 15 h

3.1: 6.45 g / potassium ferricyanide; potassium carbonate; K₂OsO₂(OH)4 / (DHQ)2PHAL; mathanesulfonamide / 2-methyl-propan-2-ol; H₂O / 15 h

With n-butyllithium; potassium dioxotetrahydroxoosmate(VI); sodium hydride; potassium carbonate; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; In tetrahydrofuran; 1,2-dimethoxyethane; water; tert-butyl alcohol;
DOI:10.1021/jo050896w