2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

Base Information

Chemical Name:2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate
CAS No.:167103-02-8
Molecular Formula:C₁₆H₂₂INO₅S₂
Molecular Weight:499.391
Hs Code.:

Synonyms:2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

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Chemical Property of 2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

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Technology Process of 2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

There total 6 articles about 2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate 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: 93.0%

: 124-63-0
methanesulfonyl chloride

: 167103-01-7
N-[2-(2-hydroxyethyl)-2-cyclohexen-1-yl]-N-(2-iodophenyl)methanesulfonamide

: 167103-02-8
2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h;
DOI:10.1021/jo990891x

Reference yield:

: 615-43-0
2-iodophenylamine

: 167103-02-8
2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / 4-(dimethylamino)pyridine; pyridine / 12 h / Heating

2: 67 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: 86 percent / osmium tetroxide; N-methylmorpholine N-oxide / acetone; H₂O; 2-methyl-propan-2-ol / 16 h / 20 °C

4: 96 percent / sodium periodate / diethyl ether; ethanol; H₂O / 5 h / 20 °C

5: 86 percent / NaBH₄ / methanol / 0.08 h

6: 93 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 5 h / 0 - 20 °C

With pyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; 1: Acylation / 2: Alkylation / 3: Oxidation / 4: Oxidation / 5: Reduction / 6: mesylation;
DOI:10.1021/jo990891x

Reference yield:

: 116547-92-3
N-(2-iodophenyl)methanesulfonamide

: 167103-02-8
2-{6-[2-iodo(methylsulfonyl)anilino]-1-cyclohexen-1-yl} ethylmethanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

2: 86 percent / osmium tetroxide; N-methylmorpholine N-oxide / acetone; H₂O; 2-methyl-propan-2-ol / 16 h / 20 °C

3: 96 percent / sodium periodate / diethyl ether; ethanol; H₂O / 5 h / 20 °C

4: 86 percent / NaBH₄ / methanol / 0.08 h

5: 93 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 5 h / 0 - 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; tert-butyl alcohol; 1: Alkylation / 2: Oxidation / 3: Oxidation / 4: Reduction / 5: mesylation;
DOI:10.1021/jo990891x