(2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide

Base Information

• Chemical Name: (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide
• CAS No.: 652990-47-1
• Molecular Formula: C₂₁H₃₂N₂O₄
• Molecular Weight: 376.496
• Mol file: 652990-47-1.mol

Synonyms:(2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide

Chemical Property of (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide

There total 2 articles about (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide 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: 77.0%

di-tert-butyl dicarbonate (24424-99-5) + (2S)-2-amino-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide (652990-46-0) → (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide (652990-47-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 2h;

DOI:10.1002/ejoc.200300400

Reference yield:

(1R,2R)-pseudoephedrine (321-97-1,7009-81-6,90-83-5,6912-63-6) → (2S)-2-(tert-butyloxycarbonylamino)-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide (652990-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

1.2: triethylamine / CH₂Cl₂ / 0.67 h / 0 °C

1.3: 70 percent / aq. HCl / aq. methanol / 3 h / 0 °C

2.1: LiCl; lithium bis(trimethylsilyl)amide / tetrahydrofuran / 2.5 h / -78 - 0 °C

2.2: 84 percent / tetrahydrofuran / 0.25 h / 0 °C

3.1: 77 percent / Na₂CO₃ / dioxane; H₂O / 2 h / 0 - 20 °C

With sodium carbonate; triethylamine; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1002/ejoc.200300400

upstream raw materials:

di-tert-butyl dicarbonate

(2S)-2-amino-N-[(1R,2R)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-4-methylpent-4-enamide

(1R,2R)-pseudoephedrine