(+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one

Base Information

• Chemical Name: (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one
• CAS No.: 321835-89-6
• Molecular Formula: C₃₁H₄₂N₄O₄
• Molecular Weight: 542.635

Synonyms:

Chemical Property of (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one

Chemical Property:

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Useful:

Technology Process of (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one

There total 3 articles about (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 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: 65.0%

(E)-3-(4-methoxyphenyl)propenoyl chloride (34446-64-5,42996-84-9) + (+)-(2S)-2-(4-methoxyphenyl)[10,10,11,11,12,12,13,13-2H8]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one (321835-88-5) → (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H8]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one (321835-89-6)

Guidance literature:

In dichloromethane; triethylamine; at 0 ℃; for 2h;

DOI:10.1002/1522-2675(20001108)83:11<2953::AID-HLCA2953>3.0.CO;2-I

Reference yield:

(-)-(8S)-(4-methoxyphenyl)[14,14,15,15,16,16,17,17-2H8]-1,5,9,13-tetraazacycloheptadecan-6-one (321835-87-4) → (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H8]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one (321835-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / methanol; H₂O

2: 65 percent / CH₂Cl₂; triethylamine / 2 h / 0 °C

In methanol; dichloromethane; water; triethylamine;

DOI:10.1002/1522-2675(20001108)83:11<2953::AID-HLCA2953>3.0.CO;2-I

Reference yield:

(-)-(8S)-8-(4-methoxyphenyl)-1,13-(4-tolylsulfonyl)[14,14,15,15,16,16,17,17-2H8]-1,5,9,13-tetraazacycloheptadecan-6-one (321835-86-3) → (+)-(2S)-2-(4-methoxyphenyl)-9-[(E)-3-(4-methoxyphenyl)prop-2-enoyl][10,10,11,11,12,12,13,13-2H8]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one (321835-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / Electrochemical reaction

2: 92 percent / methanol; H₂O

3: 65 percent / CH₂Cl₂; triethylamine / 2 h / 0 °C

In methanol; dichloromethane; water; triethylamine;

DOI:10.1002/1522-2675(20001108)83:11<2953::AID-HLCA2953>3.0.CO;2-I

upstream raw materials:

(E)-3-(4-methoxyphenyl)propenoyl chloride

(+)-(2S)-2-(4-methoxyphenyl)[10,10,11,11,12,12,13,13-2H₈]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one

(-)-(8S)-(4-methoxyphenyl)[14,14,15,15,16,16,17,17-2H₈]-1,5,9,13-tetraazacycloheptadecan-6-one

(-)-(8S)-8-(4-methoxyphenyl)-1,13-(4-tolylsulfonyl)[14,14,15,15,16,16,17,17-2H₈]-1,5,9,13-tetraazacycloheptadecan-6-one

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