methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate

Base Information

• Chemical Name: methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate
• CAS No.: 1257629-27-8
• Molecular Formula: C₂₉H₃₄ClNO₃
• Molecular Weight: 480.047
• Mol file: 1257629-27-8.mol

Synonyms:

Chemical Property of methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate

There total 1 articles about methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate 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: 55.0%

12-aminodehydroabietic acid methyl ester + 4-chlorophenylglyoxal (4998-15-6) → methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate (1257629-27-8)

Guidance literature:

In toluene; at 20 ℃;

DOI:10.1134/S1070428010100076

Reference yield: 37.0%

methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate (1257629-27-8) + ethyl vinyl ether (109-92-2,25104-37-4) → methyl (8aR,9R,12aS)-3-(4-chlorobenzoyl)-5-isopropyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylate (1257629-31-4)

Guidance literature:

With boron trifluoride diethyl etherate; In 2,2,2-trifluoroethanol; at 20 ℃; for 1h;

DOI:10.1134/S1070428010100076

Reference yield:

methyl (1R,4aS,10aR)-6-[(E)-2-(4-chlorophenyl)-2-oxoethylideneamino]-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylate (1257629-27-8) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → methyl (7R,10aS,10dR,13aS)-1-(4-chlorobenzoyl)-3-isopropyl-7,10a-dimethyl-2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho[1,2-f]-cyclopenta[c]quinoline-7-carboxylate + methyl (7R,10aS,10dR,13aS)-1-(4-chlorobenzoyl)-3-isopropyl-7,10a-dimethyl-2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho[1,2-f]-cyclopenta[c]quinoline-7-carboxylate

Guidance literature:

With boron trifluoride diethyl etherate; In 2,2,2-trifluoroethanol; at 20 ℃; for 1h;

DOI:10.1134/S1070428010100076

upstream raw materials:

4-chlorophenylglyoxal

Downstream raw materials:

methyl (8aR,9R,12aS)-3-(4-chlorobenzoyl)-5-isopropyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]quinoline-9-carboxylate