(1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene

Base Information

• Chemical Name: (1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene
• CAS No.: 112446-08-9
• Molecular Formula: C₂₇H₃₈N₂O₆
• Molecular Weight: 486.609
• Mol file: 112446-08-9.mol

Synonyms:

Chemical Property of (1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene

There total 19 articles about (1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene 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: 99.0%

(E)-3-benzyl-2-<(2,4,5-trimethoxy-3-methylphenyl)-methylene>-7,9,10-trimethoxy-8,11-dimethyl-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine (115792-74-0) → (1S,9S,12S)-3,4,6-Trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene (112446-08-9,114030-15-8,115511-18-7,137120-99-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 80 ℃; for 24h; under 3040 Torr;

DOI:10.1248/cpb.35.2158

Reference yield: 97.4%

2-(3-Methyl-2,4,5-trimethoxyphenyl)methyl-4-oxo-7,9,10-trimethoxy-8,11-dimethyl-(1α,2β,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine (137023-12-2) → 2-<(2,4,5-Trimethoxy-3-methylphenyl)methyl>-7,9,10-trimethoxy-8,11-dimethyl-(1α,2α,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine (112446-08-9,114030-15-8,115511-18-7,137120-99-1)

Guidance literature:

With aluminium hydride; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86518-2

Reference yield: 18.4%

potassium cyanide + (1R*,2S*,5S*)-7,9,10-trimethoxy-8,11-dimethyl-4-oxo-2-[(2,4,5-trimethoxy-3-methylphenyl)methyl]-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine → (1R*,2S*,4R*,5S*)-7,9,10-trimethoxy-8,11-dimethyl-2-[(2,4,5-trimethoxy-3-methylphenyl)methyl]-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine-4-carbonitrile + 2-<(2,4,5-trimethoxy-3-methylphenyl)methyl>-7,9,10-trimethoxy-8,11-dimethyl-(1α,2α,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine (112446-08-9,114030-15-8,115511-18-7,137120-99-1)

Guidance literature:

(1R*,2S*,5S*)-7,9,10-trimethoxy-8,11-dimethyl-4-oxo-2-[(2,4,5-trimethoxy-3-methylphenyl)methyl]-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 25 ℃; for 5h;

potassium cyanide; With acetic acid; In tetrahydrofuran; water; at 25 ℃; for 17h;

DOI:10.3987/COM-14-S(K)24

upstream raw materials:

2-(3-Methyl-2,4,5-trimethoxyphenyl)methyl-4-oxo-7,9,10-trimethoxy-8,11-dimethyl-(1α,2β,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

2-(3-Methyl-2,4,5-trimethoxyphenyl)methyl-3-(phenyl)methyl-4-oxo-7,9,10-trimethoxy-8-methyl-(1α,2β,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

2-(3-Methyl-2,4,5-trimethoxyphenyl)methyl-3-(phenyl)methyl-4-oxo-7,9,10-trimethoxy-8,11-dimethyl-(1α,2β,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

2-(3-Methyl-2,4,5-trimethoxyphenyl)methyl-3-(phenyl)methyl-4-oxo-7,9,10-trimethoxy-8-methyl-11-(phenyl)methyl-(1α,2β,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

Downstream raw materials:

2-<(2,4,5-trimethoxy-3-methylphenyl)methyl>-7,9,10-trimethoxy-8,11-dimethyl-3-(phthalimidoacetyl)-(1α,2α,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

3-<2-<(2,4,5-trimethoxy-3-methylphenyl)methyl>>-7,9,10-trimetoxy-8,11-dimethyl-3-(ethoxyoxalyl)-(1α,2α,5α)-1,2,3,4,5,6-hexahydro-1,5-imino-3-benzazocine

(+/-)-saframycin B

Butoxy-[(1S,9S,12S)-3,4,6-trimethoxy-5,13-dimethyl-12-(2,4,5-trimethoxy-3-methyl-benzyl)-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-trien-11-yl]-acetic acid butyl ester