[3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester
• CAS No.: 591228-77-2
• Molecular Formula: C₃₃H₄₉N₃O₅S
• Molecular Weight: 599.835

Synonyms:[3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

Chemical Property of [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

There total 7 articles about [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester 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: 58.7%

p-benzyloxybenzenesulfonyl chloride (87001-32-9) + (3-amino-propyl)-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester (516471-66-2) → [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester (591228-77-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; 1,4-dioxane; water; at 20 ℃; for 20h;

DOI:10.1016/S0968-0896(02)00207-9

Reference yield:

p-hydoroxybenzenesulfonic acid (98-67-9) → [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester (591228-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 31 percent / NaOH / ethanol; H₂O / 20 h / Heating

2: 100 percent / PCl₅ / CH₂Cl₂ / 24 h / 40 °C

3: 58.7 percent / NEt₃ / dioxane; tetrahydrofuran; H₂O / 20 h / 20 °C

With sodium hydroxide; phosphorus pentachloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;

DOI:10.1016/S0968-0896(02)00207-9

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [3-(4-benzyloxy-benzenesulfonylamino)-propyl]-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester (591228-77-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.98 g / tetrahydrofuran / 2 h / 20 °C

2: NaN₃; NaI / dimethylformamide / 15 h / 75 - 80 °C

3: 1.85 g / SnCl₂; Et₃N; PhSH / tetrahydrofuran / 0.5 h / 20 °C

4: 58.7 percent / NEt₃ / dioxane; tetrahydrofuran; H₂O / 20 h / 20 °C

With sodium azide; thiophenol; triethylamine; sodium iodide; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00207-9

upstream raw materials:

p-benzyloxybenzenesulfonyl chloride

(3-amino-propyl)-(1-cyclohexylmethyl-piperidin-4-yl)-carbamic acid tert-butyl ester

p-hydoroxybenzenesulfonic acid

di-tert-butyl dicarbonate

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