3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol

Base Information

• Chemical Name: 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol
• CAS No.: 1258684-23-9
• Molecular Formula: C₂₂H₃₄N₂O₄
• Molecular Weight: 390.523

Synonyms:3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol

Chemical Property of 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol

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Technology Process of 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol

There total 2 articles about 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol 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: 60.0%

2-[11-(benzylmethylamino)-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl]-3-(4-methoxyphenyl)-propan-1-ol (1258684-48-8) → 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol (1258684-23-9)

Guidance literature:

With 20% palladium(II) hydroxide on carbon; hydrogen; In methanol; at 20 ℃; for 4h; under 759.826 Torr;

DOI:10.1002/cjoc.201090290

Reference yield:

C35H54N2O4Si → 3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol (1258684-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

2: 20% palladium(II) hydroxide on carbon; hydrogen / methanol / 4 h / 20 °C / 759.83 Torr

With 20% palladium(II) hydroxide on carbon; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1002/cjoc.201090290

Reference yield:

3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol (1258684-23-9) + trifluoroacetic anhydride (407-25-0) → C24H31F3N2O5

Guidance literature:

trifluoroacetic anhydride; With dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h;

3-(4-methoxyphenyl)-2-(11-methylamino-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl)-propan-1-ol; In dichloromethane; at -78 ℃; for 0.5h;

With triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1002/cjoc.201090290

upstream raw materials:

2-[11-(benzylmethylamino)-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-9-yl]-3-(4-methoxyphenyl)-propan-1-ol

Downstream raw materials:

(5S)-4-methyl-2-[(4-methoxyphenyl)methyl]-dispiro-[1,4-diazabicyclo[3.2.1]oct[2]en-7,1'-cyclohexane-4',2-[1,3]dioxepane]

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