(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

Base Information

Chemical Name:(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester
CAS No.:110314-50-6
Molecular Formula:C₂₄H₂₇ClN₂O₃
Molecular Weight:426.943
Hs Code.:

Synonyms:(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

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Chemical Property of (S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

Chemical Property:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

There total 26 articles about (S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl 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: 87.0%

: 112836-67-6
(S)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

: 110314-50-6
(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: With tetrachloromethane; triphenylphosphine; In dichloromethane; at 23 ℃; for 12h;
DOI:10.1021/ja00212a067

Reference yield:

: 110314-49-3
(S)-5-Benzyloxy-1-methanesulfonyloxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carboxylic acid tert-butyl ester

: 110314-50-6
(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: With lithium chloride; In N,N-dimethyl-formamide; at 80 ℃; for 0.416667h; Yield given;
DOI:10.1021/ja00168a003

Reference yield:

: 112764-63-3
N⁵-(Phenylsulfonyl)-5-amino-1-benzoyl-7-(benzyloxy)-3-methylindole

: 110314-50-6
(S)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo[1,2-b:4,3-b']dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / conc. sulfuric acid, N-bromosuccinimide / tetrahydrofuran / 1 h / -23 °C

2: 1.) sodium hydride / dimethylformamide / 1.) 25 deg C, 30 min; 2.) 25 deg C, 1 h

3: tri-n-butyltin hydride / AIBN / benzene / 4 h / Heating

4: 1.) borane methyl sulfide 2.) 2 N aq. sodium hydroxide, 30percent aq. hydrogen peroxide / 1.) THF, 25 deg C, 3 h; 2.) THF, 45 deg C, 30 min

5: 83 percent / acetyl chloride / methanol / 2 h / 50 °C

6: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 3 h / 100 °C

7: tetrahydrofuran / 20 h / 23 °C

8: triphenylphosphine, carbon tetrachloride / CH₂Cl₂ / 14 h / 23 °C

With tetrachloromethane; sodium hydroxide; N-Bromosuccinimide; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; acetyl chloride; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ja00222a043