8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester
CAS No.:926011-05-4
Molecular Formula:C₄₅H₅₅N₃O₄Si
Molecular Weight:730.035
Hs Code.:

8-benzyl-3a-(1-benzyl-1<i>H</i>-indol-3-yl)-2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2<i>H</i>-pyrrolo[2,3-<i>b</i>]indole-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

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Technology Process of 8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

There total 8 articles about 8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester 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: 77.0%

: 926011-04-3
8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

: 74-88-4
methyl iodide

: 926011-05-4
8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With sodium iodide; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1021/ol062801y

Reference yield:

: 860653-34-5
(S)-3-((1S,2R)-2-Amino-1,3-dihydroxy-propyl)-1,1'-dibenzyl-1,3-dihydro-1'H-[3,3']biindolyl-2-one

: 926011-05-4
8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.85 g / camphorsulfonic acid / benzene / 3 h / 50 °C

2: 93 percent / LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

3: 91 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / 20 °C

4: 100 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 2 h / 20 °C

5: 71 percent / oxalic acid / methanol / 1 h / 20 °C

6: 96 percent / NaH / tetrahydrofuran / 2 h / 20 °C

7: 77 percent / NaI / tetrahydrofuran / 2 h / 0 - 20 °C

With lithium aluminium tetrahydride; camphor-10-sulfonic acid; oxalic acid; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/ol062801y

Reference yield:

: 860653-33-4
4-[(1,1'-dibenzyl-2-oxo-1,2-dihydro-1'H-[3,3']biindolyl-3-yl)hydroxymethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

: 926011-05-4
8-benzyl-3a-(1-benzyl-1H-indol-3-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methoxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: acetyl chloride; methanol / 1.5 h / 20 °C

2: 1.85 g / camphorsulfonic acid / benzene / 3 h / 50 °C

3: 93 percent / LiAlH₄ / tetrahydrofuran / 2 h / 20 °C

4: 91 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / 20 °C

5: 100 percent / Na₂CO₃ / tetrahydrofuran; H₂O / 2 h / 20 °C

6: 71 percent / oxalic acid / methanol / 1 h / 20 °C

7: 96 percent / NaH / tetrahydrofuran / 2 h / 20 °C

8: 77 percent / NaI / tetrahydrofuran / 2 h / 0 - 20 °C

With methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; oxalic acid; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; acetyl chloride; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1021/ol062801y