(R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl ester

Base Information

• Chemical Name: (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl ester
• CAS No.: 97911-65-4
• Molecular Formula: C₂₁H₂₆N₂O₆
• Molecular Weight: 402.447

Synonyms:

Chemical Property of (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl ester

Chemical Property:

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Technology Process of (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl ester

There total 14 articles about (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl 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: 56.0%

2,4-dimethoxy-3-methylphenol (19676-67-6) + Chloro-((1S,4S,7R,8R)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-67-6) → (S)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-65-4,97949-82-1) + (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-65-4,97949-82-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 - 25 ℃; Mechanism; stereochemical outcome investigated;

DOI:10.1016/S0040-4039(00)98339-4

Reference yield: 56.0%

2,4-dimethoxy-3-methylphenol (19676-67-6) + Chloro-((1S,4S,7R,8R)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-67-6) → (S)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-65-4,97949-82-1) + (R)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-65-4,97949-82-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 - 25 ℃; Mechanism; stereochemical outcome investigated;

DOI:10.1016/S0040-4039(00)98339-4

Reference yield:

Oxo-acetic acid 2,4-dimethoxy-3-methyl-phenyl ester → (S)-(2-Hydroxy-3,5-dimethoxy-4-methyl-phenyl)-((1R,4R,7S,8S)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.04,8]dec-5-en-3-yl)-acetic acid methyl ester (97911-65-4,97949-82-1)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₃SCH₃ / -78 - 25 °C

2: molecular sieves / CH₂Cl₂ / 25 °C

3: SOCl₂

4: 58 percent / silver triflate / CH₂Cl₂ / 25 °C

5: methanol

With thionyl chloride; molecular sieve; dimethylsulfide; silver trifluoromethanesulfonate; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)98339-4

upstream raw materials:

2,4-dimethoxy-3-methylphenol

Chloro-((1S,4S,7R,8R)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid methyl ester

Hydroxy-methoxy-acetic acid 2,4-dimethoxy-3-methyl-phenyl ester

Chloro-((1S,4S,7R,8R)-9-methyl-2-oxo-3,9-diaza-tricyclo[5.2.1.0^4,8]dec-5-en-3-yl)-acetic acid 2,4-dimethoxy-3-methyl-phenyl ester

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