(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

Base Information

Chemical Name:(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester
CAS No.:612067-30-8
Molecular Formula:C₃₅H₄₃NO₅Si
Molecular Weight:585.816
Hs Code.:

(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

Synonyms:(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

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Chemical Property of (2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

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Technology Process of (2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

There total 16 articles about (2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-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: 88.0%

: 612067-31-9
(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

: 612067-30-8
(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; water; at 100 ℃; for 1h;

Reference yield:

: 612067-29-5
(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-5-formyl-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3-carboxylic acid tert-butyl ester

: 612067-30-8
(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 0 ℃; for 2h;

Reference yield:

: 7697-28-1
4-bromo-3-methylbenzoic acid

: 612067-30-8
(2S,3aS,8aR)-2-(tert-butyldiphenylsilanyloxymethyl)-6-methyl-1,3a,8,8a-tetrahydro-2H-3-azacyclopenta[a]indene-3,5-dicarboxylic acid 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 96 percent / lithium aluminium hydride / diethyl ether / 2 h / 20 °C

2.1: phosphorus tribromide / diethyl ether / 1 h / Heating

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / 2 h / -78 °C

4.1: lithium triethylborohydride / tetrahydrofuran / 0.5 h / -78 °C

5.1: triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

6.1: aluminium trichloride / CH₂Cl₂ / 1 h / 0 °C

7.1: 98 percent / lithium hydroxide / tetrahydrofuran; H₂O / 8 h / 20 °C

8.1: 90 percent / BH₃*Me₂S / tetrahydrofuran / 5 h / 20 °C

9.1: 84 percent / tetrakis(triphenylphosphino)palladium / toluene / 24 h / Heating

10.1: 97 percent / potassium hydroxide / methanol / 4 h / Heating

11.1: 95 percent / CH₂Cl₂ / 4 h / 20 °C

12.1: 92 percent / imidazole / tetrahydrofuran / 20 °C

13.1: 40 mg / sodium periodate; osmium tetraoxide / tetrahydrofuran; H₂O / 1.5 h / 20 °C

14.1: 2-methyl-2-butene; NaH₂PO₄*H₂O; sodium chlorite / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 2 h / 0 °C

With 1H-imidazole; dmap; potassium hydroxide; lithium hydroxide; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; lithium aluminium tetrahydride; aluminium trichloride; 2-methyl-but-2-ene; dimethylsulfide borane complex; phosphorus tribromide; lithium triethylborohydride; triethylamine; lithium hexamethyldisilazane; tetrakis-(triphenylphosphino)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol; 6.1: intramolecular Friedel-Crafts cyclization / 9.1: Stille coupling;