methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

Base Information

Chemical Name:methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate
CAS No.:1449383-31-6
Molecular Formula:C₃₅H₃₉N₃O₆Si
Molecular Weight:625.797
Hs Code.:

Synonyms:methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

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Chemical Property of methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

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Technology Process of methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

There total 9 articles about methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate 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:

: 52709-42-9
benzylglyoxylate

: C₂₆H₃₃N₃O₄Si*C₂HF₃O₂

: 1449383-31-6
methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

Guidance literature:: C₂₆H₃₃N₃O₄Si*C₂HF₃O₂; With triethylamine; In dichloromethane; at 0 - 20 ℃; Molecular sieve;

benzylglyoxylate; In dichloromethane; toluene; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2013.03.104

Reference yield:

: 1449383-24-7
C₁₃H₂₃NO₅

: 1449383-31-6
methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

1.2: 2 h / 0 - 20 °C

1.3: 20 °C

2.1: 1H-imidazole / dichloromethane

3.1: dichloromethane / 2 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 0 - 20 °C / Molecular sieve

4.2: 12 h / 20 °C

With 1H-imidazole; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2013.03.104

Reference yield:

: tert-butyl (4R,6S)-6-ethenyl-4-(2-methoxy-2-oxoethyl)-2-oxo-1,3-oxazinane-3-carboxylate

: 1449383-31-6
methyl (5R,7S)-5-[(E)-[2-(benzyloxy)-2-oxoethylidene]amino]-7-[(tert-butyldiphenylsilyl)oxy]-2-diazo-3-oxonon-8-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / methanol / 24 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

2.2: 2 h / 0 - 20 °C

2.3: 20 °C

3.1: 1H-imidazole / dichloromethane

4.1: dichloromethane / 2 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 0 - 20 °C / Molecular sieve

5.2: 12 h / 20 °C

With 1H-imidazole; caesium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2013.03.104