(2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide

Base Information

• Chemical Name: (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide
• CAS No.: 219625-01-1
• Molecular Formula: C₂₄H₃₉N₃O₃S
• Molecular Weight: 449.658

Synonyms:(2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide

Chemical Property of (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide

Chemical Property:

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Technology Process of (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide

There total 5 articles about (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide 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:

di-tert-butyl dicarbonate (24424-99-5) → (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide (219625-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 621 g / NaOH; Bu₄NI / ethanol / 1 h

2: HOBt; EDC / CH₂Cl₂

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00558-8

Reference yield:

Cyclohexylmethyl bromide (2550-36-9) → (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide (219625-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH; Bu₄NI / ethanol; H₂O / 72 h

2: 621 g / NaOH; Bu₄NI / ethanol / 1 h

3: HOBt; EDC / CH₂Cl₂

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; dichloromethane; water;

DOI:10.1016/S0968-0896(02)00558-8

Reference yield:

(R)-2-Amino-3-cyclohexylmethylsulfanyl-propionic acid (473421-00-0) → (2R)-N-(4-dimethylaminobenzyl)-3-cyclohexylmethylthio-2-t-butoxycarbonyl-aminopropanamide (219625-01-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 621 g / NaOH; Bu₄NI / ethanol / 1 h

2: HOBt; EDC / CH₂Cl₂

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00558-8

upstream raw materials:

(4-aminomethylphenyl)dimethylamine

(2R)-2-(t-butoxycarbonylamino)-3-cyclohexylmethylthiopropanoic acid

di-tert-butyl dicarbonate

Cyclohexylmethyl bromide

Downstream raw materials:

2-amino-3-cyclohexylmethylsulfanyl-N-(4-dimethylamino-benzyl)-propionamide

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