(4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

Base Information

Chemical Name:(4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate
CAS No.:1414916-71-4
Molecular Formula:C₂₂H₃₀O₆
Molecular Weight:390.477
Hs Code.:

Synonyms:

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Chemical Property of (4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

Chemical Property:

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Technology Process of (4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

There total 7 articles about (4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate 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:

: 1414917-71-7
C₂₀H₂₂O₂

: 1414916-71-4
(4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

Guidance literature:: Multi-step reaction with 7 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide

3: ozone; triphenylphosphine / dichloromethane / 3 h / -78 - 20 °C

4: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 60 °C

5: camphor-10-sulfonic acid / methanol / 0.75 h

6: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 2 h / 0 °C

7: tin(ll) chloride / dichloromethane

With 1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; sulfur trioxide pyridine complex; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; tin(ll) chloride; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo302138z

Reference yield:

: 869384-94-1
(3S,4R,E)-4-(benzyloxy)-3-methyl-6-phenylhex-5-enenitrile

: 1414916-71-4
(4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

Guidance literature:: Multi-step reaction with 8 steps

1: diisobutylaluminium hydride / toluene / 25 h / -78 - -55 °C

2: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide

4: ozone; triphenylphosphine / dichloromethane / 3 h / -78 - 20 °C

5: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 60 °C

6: camphor-10-sulfonic acid / methanol / 0.75 h

7: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 2 h / 0 °C

8: tin(ll) chloride / dichloromethane

With 1H-imidazole; sodium tetrahydroborate; camphor-10-sulfonic acid; sulfur trioxide pyridine complex; diisobutylaluminium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; tin(ll) chloride; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo302138z

Reference yield:

: 1414917-20-6
(((3S,4R,E)-4-(benzyloxy)-3-methyl-6-phenylhex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1414916-71-4
(4R,5S,E)-9-tert-butyl 1-methyl 4-(benzyloxy)-5-methyl-7-oxonon-2-enedioate

Guidance literature:: Multi-step reaction with 5 steps

1: ozone; triphenylphosphine / dichloromethane / 3 h / -78 - 20 °C

2: lithium chloride; N-ethyl-N,N-diisopropylamine / acetonitrile / 1.5 h / 60 °C

3: camphor-10-sulfonic acid / methanol / 0.75 h

4: sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine / dichloromethane; dimethyl sulfoxide / 2 h / 0 °C

5: tin(ll) chloride / dichloromethane

With camphor-10-sulfonic acid; sulfur trioxide pyridine complex; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; tin(ll) chloride; In methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo302138z