Butoxy-[(1S,9R,12R)-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

Base Information

• Chemical Name: Butoxy-[(1S,9R,12R)-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
• CAS No.: 112446-09-0
• Molecular Formula: C₃₇H₅₆N₂O₉
• Molecular Weight: 672.86

Synonyms:Butoxy-[(1S,9R,12R)-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

Chemical Property of Butoxy-[(1S,9R,12R)-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Butoxy-[(1S,9R,12R)-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

There total 13 articles about Butoxy-[(1S,9R,12R)-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 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:

(Z)-4-benzyl-6-<(2,4,5-trimethoxy-3-methylphenyl)-methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113461-80-6) → Butoxy-[(1S,9R,12R)-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-trien-11-yl]-acetic acid butyl ester (112446-09-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 25 °C

2: 1.) lithium tri-tert-butoxyaluminium hydride, 2.) HCOOH / 1.) THF, 1 h, 2.) 60 deg C, 1 h

3: 14 percent / lithium aluminium hydride / diethyl ether / 2 h / Heating

4: H₂ / 20percent Pd/C / ethanol / 24 h / 80 °C / 3040 Torr

5: K₂CO₃ / 24 h / 25 °C

With dmap; lithium aluminium tetrahydride; formic acid; lithium tri(t-butoxy)aluminum hydride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jo00253a022

Reference yield:

(Z)-4-benzyl-1-<(isopropyloxy)carbonyl>-6-<2,4,5-trimethoxy-3-methylphenyl)methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113479-98-4) → Butoxy-[(1S,9R,12R)-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-trien-11-yl]-acetic acid butyl ester (112446-09-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) lithium tri-tert-butoxyaluminium hydride, 2.) HCOOH / 1.) THF, 1 h, 2.) 60 deg C, 1 h

2: 14 percent / lithium aluminium hydride / diethyl ether / 2 h / Heating

3: H₂ / 20percent Pd/C / ethanol / 24 h / 80 °C / 3040 Torr

4: K₂CO₃ / 24 h / 25 °C

With lithium aluminium tetrahydride; formic acid; lithium tri(t-butoxy)aluminum hydride; hydrogen; potassium carbonate; palladium on activated charcoal; In diethyl ether; ethanol;

DOI:10.1021/jo00253a022

Reference yield:

(Z)-4-benzyl-1-<(benzyloxy)carbonyl>-6-<(2,4,5-trimethoxy-3-methylphenyl)methyl>-3-<(2,4,5-trimethoxy-3-methylphenyl)methylene>-2,5-piperazinedione (113461-83-9) → Butoxy-[(1S,9R,12R)-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-trien-11-yl]-acetic acid butyl ester (112446-09-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 57 percent / lithium tri-tert-butylaluminium hydride / tetrahydrofuran / 1 h

2: 94 percent / triethylamine, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1 h / 25 °C

3: 1.) lithium tri-tert-butoxyaluminium hydride, 2.) HCOOH / 1.) THF, 1 h, 2.) 60 deg C, 1 h

4: 14 percent / lithium aluminium hydride / diethyl ether / 2 h / Heating

5: H₂ / 20percent Pd/C / ethanol / 24 h / 80 °C / 3040 Torr

6: K₂CO₃ / 24 h / 25 °C

With dmap; lithium aluminium tetrahydride; formic acid; lithium tri-tert-butoxyaluminum hydride; lithium tri(t-butoxy)aluminum hydride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jo00253a022

upstream raw materials:

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

butyl glyoxalate

butan-1-ol

(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

Downstream raw materials:

(+/-)-saframycin B

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