(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

Base Information

Chemical Name:(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile
CAS No.:1304683-96-2
Molecular Formula:C₁₃H₁₂INO₂
Molecular Weight:341.148
Hs Code.:

Synonyms:(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

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Chemical Property of (3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

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Technology Process of (3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

There total 4 articles about (3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile 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: 92.0%

: 1304683-95-1
C₁₃H₁₃NO₂

: 1304683-96-2
(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

Guidance literature:: With iodine; sodium hydrogencarbonate; sodium iodide; In water; at 20 ℃; Darkness; Inert atmosphere;
DOI:10.1021/ja2029602

Reference yield:

: 4407-36-7
(2E)-3-phenyl-2-propen-1-ol

: 1304683-96-2
(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine; dmap / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere

2.1: N,O-bis-(trimethylsilyl)-acetamide; sodium hydride / tetrahydrofuran / 0.33 h / Inert atmosphere

2.2: Heating; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: iodine; sodium hydrogencarbonate; sodium iodide / water / 20 °C / Darkness; Inert atmosphere

With pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; iodine; sodium hydride; sodium hydrogencarbonate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja2029602

Reference yield:

: 1304683-80-4
(2S,3S)-tert-butyl 2-cyano-2-methyl-3-phenylpent-4-enoate

: 1304683-96-2
(3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: iodine; sodium hydrogencarbonate; sodium iodide / water / 20 °C / Darkness; Inert atmosphere

With iodine; sodium hydrogencarbonate; trifluoroacetic acid; sodium iodide; In dichloromethane; water;
DOI:10.1021/ja2029602