2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid
CAS No.:886047-03-6
Molecular Formula:C₂₈H₃₈N₂O₅SSi
Molecular Weight:542.772
Hs Code.:

2-<i>tert</i>-butoxycarbonylamino-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1<i>H</i>-indol-3-yl)-propionic acid

Synonyms:2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

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Chemical Property of 2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

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Technology Process of 2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

There total 10 articles about 2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid 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: 25.0%

: 3-[2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxy)-2-methoxycarbonyl-ethyl]-2-phenylsulfanyl-indole-1-carboxylic acid benzyl ester

: 886047-03-6
2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 15h;
DOI:10.1021/jo050896w

Reference yield:

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

: 886047-03-6
2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

Guidance literature:: Multi-step reaction with 9 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

5.1: triethylamine; 4-nitrobenzenesulfonyl chloride / CH₂Cl₂ / 15 h / 0 °C

5.2: sodium azide / acetone; H₂O / 15 h / 60 °C

6.1: 1.40 g / 2,6-lutidine / CH₂Cl₂ / 15 h

7.1: trimethylphosphine / tetrahydrofuran / 0.75 h

8.1: 160 mg / tetrahydrofuran / 15 h / 20 °C

9.1: 25 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h

With 2,6-dimethylpyridine; lithium hydroxide; n-butyllithium; potassium dioxotetrahydroxoosmate(VI); sodium hydride; potassium carbonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; potassium hexacyanoferrate(III); trimethylphosphane; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water; tert-butyl alcohol;
DOI:10.1021/jo050896w

Reference yield:

: 108-98-5
thiophenol

: 886047-03-6
2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-(2-phenylsulfanyl-1H-indol-3-yl)-propionic acid

Guidance literature:: Multi-step reaction with 9 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

5.1: triethylamine; 4-nitrobenzenesulfonyl chloride / CH₂Cl₂ / 15 h / 0 °C

5.2: sodium azide / acetone; H₂O / 15 h / 60 °C

6.1: 1.40 g / 2,6-lutidine / CH₂Cl₂ / 15 h

7.1: trimethylphosphine / tetrahydrofuran / 0.75 h

8.1: 160 mg / tetrahydrofuran / 15 h / 20 °C

9.1: 25 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h

With 2,6-dimethylpyridine; lithium hydroxide; n-butyllithium; potassium dioxotetrahydroxoosmate(VI); sodium hydride; potassium carbonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; potassium hexacyanoferrate(III); trimethylphosphane; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl acetamide; water; tert-butyl alcohol;
DOI:10.1021/jo050896w