(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate

Base Information

• Chemical Name: (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate
• CAS No.: 1370547-45-7
• Molecular Formula: C₄₅H₇₁NO₅
• Molecular Weight: 706.062
• Mol file: 1370547-45-7.mol

Synonyms:

Chemical Property of (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate

There total 5 articles about (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-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:

benzyl (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-8-[(1R)-1,2-dimethylpropyl]-15-hydroxy-14-methoxy-1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-1,6a,8,10a-tetramethyl-4H-1,4a-propano-2H-phenanthro[1,2-c]pyran-7-carboxylate (956102-56-0) + (S)-4-isopropyl-3,4-dimethyl-1,2,3-oxathiazolidine 2,2-dioxide (1370547-43-5) → (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate (1370547-45-7)

Guidance literature:

With potassium 2-methylbutan-2-olate; In N,N-dimethyl acetamide; toluene; at 20 - 25 ℃; for 24.5h; Large scale reaction;

DOI:10.1021/jo300046v

Reference yield:

(S)-2-ethoxycarbonylamino-2,3-dimethylbutyric acid (952577-51-4) → (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate (1370547-45-7)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran; 2-methyltetrahydrofuran / 60 °C / Large scale reaction

2: thionyl chloride; N-ethyl-N,N-diisopropylamine / dichloromethane / -17 - -3 °C / Large scale reaction

3: sodium periodate; rhodium(III) chloride hydrate / acetonitrile / 20 °C / Large scale reaction

4: potassium 2-methylbutan-2-olate / N,N-dimethyl acetamide; toluene / 24.5 h / 20 - 25 °C / Large scale reaction

With sodium periodate; lithium aluminium tetrahydride; thionyl chloride; rhodium(III) chloride hydrate; potassium 2-methylbutan-2-olate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2-methyltetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; toluene; acetonitrile;

DOI:10.1021/jo300046v

Reference yield:

C38H60O11 (388094-93-7) → (1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 2-((S)-2,3-dimethyl-2-(methylamino)butoxy)-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate (1370547-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 14 h / Reflux; Large scale reaction

2: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 25 - 78 °C / Large scale reaction

3: potassium 2-methylbutan-2-olate / N,N-dimethyl acetamide; toluene / 24.5 h / 20 - 25 °C / Large scale reaction

With sulfuric acid; potassium 2-methylbutan-2-olate; potassium carbonate; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo300046v

upstream raw materials:

(S)-2-ethoxycarbonylamino-2,3-dimethylbutyric acid

C₃₈H₆₀O₁₁

(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-2-hydroxy-3-methoxy-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradeca-hydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid

benzyl (1S,4aR,6aS,7R,8R,10aR,10bR,12aR,14R,15R)-8-[(1R)-1,2-dimethylpropyl]-15-hydroxy-14-methoxy-1,6,6a,7,8,9,10,10a,10b,11,12,12a-dodecahydro-1,6a,8,10a-tetramethyl-4H-1,4a-propano-2H-phenanthro[1,2-c]pyran-7-carboxylate

Downstream raw materials:

(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 3-acetoxy-2-((S)-2-(((benzyloxy)carbonyl)(methyl)amino)-2,3-dimethylbutoxy)-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate

(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-benzyl 3-acetoxy-2-((S)-2-(((benzyloxy)carbonyl)(methyl)amino)-2,3-dimethylbutoxy)-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-6-oxo-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylate

(1S,2R,3R,4aR,6aS,7R,8R,10aR,10bR,12aR)-3-acetoxy-2-((S)-2-(((benzyloxy)carbonyl)(methyl)amino)-2,3-dimethylbutoxy)-1,6a,8,10a-tetramethyl-8-((R)-3-methylbutan-2-yl)-2,3,4,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-1,4a-(methanooxymethano)chrysene-7-carboxylic acid

C₄₇H₆₉NO₇