(9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl ester

Base Information

• Chemical Name: (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl ester
• CAS No.: 304466-90-8
• Molecular Formula: C₃₃H₃₈N₂O₇
• Molecular Weight: 574.674

Synonyms:(9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl ester

Chemical Property of (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl ester

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Technology Process of (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl ester

There total 7 articles about (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carboxylic acid benzyl 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: 90.0%

12-(tert-butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carbothioic acid S-methyl ester (304466-89-5) + benzyl alcohol (100-51-6,185532-71-2) → (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid benzyl ester (304466-90-8)

Guidance literature:

12-(tert-butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carbothioic acid S-methyl ester; With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 0.333333h;

benzyl alcohol; With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1021/jo030293p

Reference yield: 73.0%

C32H36N2O7 + methyl iodide (74-88-4) → (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid benzyl ester (304466-90-8)

Guidance literature:

C₃₂H₃₆N₂O₇; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 3h; Inert atmosphere;

Reference yield:

(9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid + benzyl alcohol (100-51-6,185532-71-2) → (9S,12S)-12-(tert-Butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.13,7]nonadeca-1(17),3(19),4,6,14(18),15-hexaene-9-carboxylic acid benzyl ester (304466-90-8)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1039/b004459h

upstream raw materials:

benzyl alcohol

12-(tert-butoxycarbonyl-methyl-amino)-4-methoxy-10-methyl-11-oxo-2-oxa-10-aza-tricyclo[12.2.2.1^3,7]nonadeca-1⁽¹⁷⁾,3⁽¹⁹⁾,4,6,14⁽¹⁸⁾,15-hexaene-9-carbothioic acid S-methyl ester

methyl iodide

Downstream raw materials:

C₄₉H₅₉N₆O₁₀C₈H₇O₂CH₂

C₄₁H₅₀N₈O₉

C₄₆H₅₈N₈O₁₁

C₅₃H₆₄N₈O₁₁

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