1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate

Base Information

• Chemical Name: 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate
• CAS No.: 137334-67-9
• Molecular Formula: C₇₂H₆₉N₃O₉S₃
• Molecular Weight: 1216.55

Synonyms:1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate

Chemical Property of 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate

Chemical Property:

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Technology Process of 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate

There total 5 articles about 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate 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: 10.0%

toluene-4-sulfonamide (70-55-3) + 2,7,12-tris<<3,5-bis(chloromethyl)phenyl>methyl>-10,15-dihydro-3,8,13-trimethoxy-5H-tribenzocyclononene racemate (137334-72-6) → 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate (137334-67-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 75 ℃; for 12h;

DOI:10.1021/jo00027a011

Reference yield:

1-bromo-3,5-bis(methoxymethyl)benzene (137334-69-1) → 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate (137334-67-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexanes, -78 deg C, 2 min, 2.) to 25 deg C

2: 1.) n-BuLi / 1.) TFH, hexanes, -78 deg C, 5 min, 2.) THF, to 25 deg C

3: Et₃SiH, trifluoroacetic acid / CH₂Cl₂ / 2 h / 25 °C

4: 75 percent / BCl₃ / CH₂Cl₂ / 0.25 h / 25 °C

5: 10 percent / K₂CO₃ / N,N-dimethyl-acetamide / 12 h / 75 °C

With triethylsilane; n-butyllithium; boron trichloride; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jo00027a011

Reference yield:

3,5-bis(methoxymethyl)benzaldehyde (137334-70-4) → 1,13,14,21,22,34-hexahydro-30,36,48-trimethoxy-13,21,44-tris<(4-methylphenyl)sulfonyl>-6H,12H,20H,28H-2,5-etheno-9,25-<(methanimino)methano>3,32:17,37-dimethano-7,11:15,19:23,27:29,33-tetrametheno-13,21-benzodiazacyclohexatriacontine racemate (137334-67-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) TFH, hexanes, -78 deg C, 5 min, 2.) THF, to 25 deg C

2: Et₃SiH, trifluoroacetic acid / CH₂Cl₂ / 2 h / 25 °C

3: 75 percent / BCl₃ / CH₂Cl₂ / 0.25 h / 25 °C

4: 10 percent / K₂CO₃ / N,N-dimethyl-acetamide / 12 h / 75 °C

With triethylsilane; n-butyllithium; boron trichloride; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jo00027a011

upstream raw materials:

toluene-4-sulfonamide

2,7,12-tris<<3,5-bis(chloromethyl)phenyl>methyl>-10,15-dihydro-3,8,13-trimethoxy-5H-tribenzocyclononene racemate

1-bromo-3,5-bis(methoxymethyl)benzene

3,5-bis(methoxymethyl)benzaldehyde

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