(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Base Information

Chemical Name:(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate
CAS No.:362517-06-4
Molecular Formula:C₃₀H₃₄N₂O₅
Molecular Weight:502.61
Hs Code.:

Synonyms:(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Suppliers and Price of (3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

There total 2 articles about (3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate 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: 96.3%

: 362517-05-3
(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2-hydroxy-3-tosyloxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

: 362517-06-4
(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 8h;
DOI:10.1021/jo000250y

Reference yield:

: 362517-04-2
(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-(dihydroxy)propyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

: 362517-06-4
(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 98.7 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 5 h

2: 96.3 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 8 h

With dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo000250y

Reference yield:

: 362517-06-4
(3aR,4S,5S,11bS)-dimethyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[(2R)-2-ethyl-2,3-epoxypropyl]-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylate

: C₅₄H₆₇N₄O₉⁽¹⁺⁾

Guidance literature:: Multi-step reaction with 12 steps

1.1: 13.6 percent / sulfuric acid/silica gel; water / dioxane / 0.17 h

2.1: 81.7 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 0 - 20 °C

3.1: ammonium formate / Pd/C / methanol; ethyl acetate / 2 h / Heating

4.1: 6.940 g / sodium hydrogencarbonate / acetone; H₂O / 0.33 h / 0 °C

5.1: p-toluenesulfonic anhydride; triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 5 h

5.2: 92.3 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h

6.1: thiocresol / 2 h / 110 °C

6.2: tributyltin hydride; 2,2'-diazobisisobutyronitrile / toluene / 24 h / Heating

6.3: H₂; triethylamine / Pd(OH)2/C / ethyl acetate / 1 h

7.1: 1.231 g / triethylamine; potassium carbonate / acetone / 15 h

8.1: tert-butyl hypochlorite; triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

9.1: tetrafluoroboric acid-dimethyl ether copmlex; silver tetrafluoroborate / acetone / 1 h / -10 °C

10.1: potassium borohydride / acetic acid / 0.5 h / 0 °C

10.2: 1.183 g / aq. hydrochloric acid / methanol / 0.25 h / Heating

11.1: 54.3 percent / triethylamine / CH₂Cl₂ / 2 h

12.1: methanol / 23 h / Heating

With dmap; silver tetrafluoroborate; potassium borohydride; tert-butylhypochlorite; sulfuric acid; p-toluenesulfonylanhydride; water; ammonium formate; silica gel; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; para-thiocresol; tetrafluoroboric acid dimethyl ether complex; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; acetic acid; ethyl acetate; acetone;
DOI:10.1021/jo000250y