(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester
CAS No.:634912-05-3
Molecular Formula:C₃₄H₄₄N₄O₁₀S
Molecular Weight:700.81
Hs Code.:

(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

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Chemical Property of (11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

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Technology Process of (11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

There total 16 articles about (11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-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:

: 634912-25-7
2-(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-ethanol

: 634912-05-3
(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 12.2 g / pyridine / 0.5 h / 20 °C

2.1: 91.7 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1 h / 65 °C

3.1: hydrogen / palladium on carbon / ethanol; H₂O / 5.5 h / 20 °C

4.1: 6.54 g / 4-(dimethylamino)pyridine / acetonitrile / 8 h / 20 °C

5.1: 85.2 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 45 °C

6.1: triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

6.2: potassium carbonate / methanol / 1.5 h / 20 °C

6.3: 3.12 g / triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

7.1: pyridinium p-toluenesulfonate / acetone; H₂O / 18 h / 70 °C

With pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; acetone; toluene; acetonitrile; benzene; 2.1: Sonogashira coupling / 6.1: Mitsunobu reaction / 6.3: Mitsunobu reaction;
DOI:10.1016/j.tet.2003.09.005

Reference yield:

: 634912-16-6
2-(2,3-dihydroxy-1-trimethylsilanylethynyl-cyclopentyl)-N,N-dimethyl-acetamide

: 634912-05-3
(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium periodate / tetrahydrofuran; H₂O / 1 h / 0 °C

2.1: 5.47 g / sodium borohydride / ethanol / 0.33 h / 20 °C

3.1: 75.3 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / -5 °C

4.1: 94.6 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 0.75 h / -65 - 5 °C

5.1: p-toluenesulfonic acid monohydrate / benzene / 2.5 h / Heating

6.1: 5.14 g / potassium carbonate / methanol / 2 h / 50 °C

7.1: 91.7 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1 h / 65 °C

8.1: hydrogen / palladium on carbon / ethanol; H₂O / 5.5 h / 20 °C

9.1: 6.54 g / 4-(dimethylamino)pyridine / acetonitrile / 8 h / 20 °C

10.1: 85.2 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 45 °C

11.1: triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

11.2: potassium carbonate / methanol / 1.5 h / 20 °C

11.3: 3.12 g / triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

12.1: pyridinium p-toluenesulfonate / acetone; H₂O / 18 h / 70 °C

With dmap; sodium tetrahydroborate; sodium periodate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; toluene; acetonitrile; benzene; 4.1: Swern oxidation / 7.1: Sonogashira coupling / 11.1: Mitsunobu reaction / 11.3: Mitsunobu reaction;
DOI:10.1016/j.tet.2003.09.005

Reference yield:

: 545362-95-6
(2-iodo-6,7-dimethoxy-1H-indol-3-yl)-acetic acid ethyl ester

: 634912-05-3
(11R)-11-dimethylcarbamoylmethyl-11-formyl-1,2-dimethoxy-7-(2-nitro-benzenesulfonyl)-6,7,8,9,10,11,12,13-octahydro-5H-7,14-diazacycloundeca[a]indene-14-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: DIBAL / toluene / 0.83 h / 5 °C

2.1: 12.2 g / pyridine / 0.5 h / 20 °C

3.1: 91.7 percent / triethylamine; copper(I) iodide; tetrakis(triphenylphosphine)palladium⁽⁰⁾ / 1 h / 65 °C

4.1: hydrogen / palladium on carbon / ethanol; H₂O / 5.5 h / 20 °C

5.1: 6.54 g / 4-(dimethylamino)pyridine / acetonitrile / 8 h / 20 °C

6.1: 85.2 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 45 °C

7.1: triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

7.2: potassium carbonate / methanol / 1.5 h / 20 °C

7.3: 3.12 g / triphenylphosphine; diethyl azodicarboxylate / benzene; toluene / 0.08 h / 20 °C

8.1: pyridinium p-toluenesulfonate / acetone; H₂O / 18 h / 70 °C

With pyridine; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; acetone; toluene; acetonitrile; benzene; 3.1: Sonogashira coupling / 7.1: Mitsunobu reaction / 7.3: Mitsunobu reaction;
DOI:10.1016/j.tet.2003.09.005