N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide
CAS No.:681292-99-9
Molecular Formula:C₂₄H₂₉NO₄S
Molecular Weight:427.565
Hs Code.:

<i>N</i>-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

Synonyms:N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

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Technology Process of N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

There total 7 articles about N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide 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:

: 201230-82-2
carbon monoxide

: 681292-93-3
N-[5-(2-benzyloxymethyl-cyclopropyl)-pent-4-enyl]-4-methyl-benzenesulfonamide

: 681292-99-9
N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

: N-[3-(5-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

Guidance literature:: carbon monoxide; N-[5-(2-benzyloxymethyl-cyclopropyl)-pent-4-enyl]-4-methyl-benzenesulfonamide; With iron pentacarbonyl; In isopropyl alcohol; at 20 ℃; under 760 Torr; Photolysis;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In isopropyl alcohol; at 20 ℃;
DOI:10.1021/jo0302760

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 681292-99-9
N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.02 g / triethylamine; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: Fe(CO)5 / propan-2-ol / 20 °C / 760 Torr / Photolysis

2.2: DBU / propan-2-ol / 20 °C

With dmap; iron pentacarbonyl; triethylamine; In dichloromethane; isopropyl alcohol;
DOI:10.1021/jo0302760

Reference yield:

: 2-benzyloxymethyl-cyclopropanecarbaldehyde

: 681292-99-9
N-[3-(4-benzyloxymethyl-6-oxo-cyclohex-1-enyl)-propyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 2.25 h / 0 - 20 °C

1.2: 81 percent / tetrahydrofuran / 2 h / 0 - 10 °C

2.1: 91 percent / lithium aluminum hydride / tetrahydrofuran / 0.67 h / 0 °C

3.1: 780 mg / DPPA; DEAD; Ph₃P / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: lithium aluminum hydride / tetrahydrofuran / 2 h / 0 °C

5.1: 1.02 g / triethylamine; DMAP / CH₂Cl₂ / 12 h / 20 °C

6.1: Fe(CO)5 / propan-2-ol / 20 °C / 760 Torr / Photolysis

6.2: DBU / propan-2-ol / 20 °C

With dmap; lithium aluminium tetrahydride; iron pentacarbonyl; diphenyl-phosphinic acid; potassium tert-butylate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; isopropyl alcohol; 1.2: Wittig reaction / 3.1: Mitsunobu reaction;
DOI:10.1021/jo0302760