(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

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Chemical Name:(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate
CAS No.:1394247-92-7
Molecular Formula:C₂₉H₃₄INO₆
Molecular Weight:619.497
Hs Code.:

Synonyms:(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

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Chemical Property of (2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

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Technology Process of (2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

There total 1 articles about (2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate 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: 38.0%

: 1394247-78-9
(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

: 62-23-7
4-nitro-benzoic acid

: 1394247-92-7
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In benzene; at 20 ℃;
DOI:10.1021/ol302219x

Reference yield: 70.0%

: 1394247-92-7
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

: 1394247-88-1
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/ol302219x

Reference yield:

: 1394247-92-7
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-yl 4-nitrobenzoate

: 1394247-89-2
(E)-(2S,4R,6R)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)-6-((E)-2-methylhexa-2,5-dien-1-yl)tetrahydro-2H-pyran-4-yl 3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hexa-2,5-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 2 h / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / benzene / 1.5 h / 0 - 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; benzene / 6 h / 45 - 50 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In methanol; N,N-dimethyl-formamide; benzene; 3: |Stille Cross Coupling;
DOI:10.1021/ol302219x