(2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide

Base Information

• Chemical Name: (2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide
• CAS No.: 401512-42-3
• Molecular Formula: C₂₀H₃₂N₂O₄
• Molecular Weight: 364.485
• Mol file: 401512-42-3.mol

Synonyms:(2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide

Chemical Property of (2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide

There total 1 articles about (2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide 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: 81.0%

N-tert-butyloxycarbonyl-L-tert-leucine (62965-35-9) + (S)-2-methoxy-1-phenylethylamine (91298-74-7) → (2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide (401512-42-3)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 2 - 20 ℃;

DOI:10.1021/jm0308038

Reference yield: 97.0%

(2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide (401512-42-3) → (2S)-amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide hydrochloride

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 4 - 20 ℃;

DOI:10.1021/jm0308038

Reference yield:

(2S)-tert-(butoxycarbonyl)amino-3,3-dimethyl-N-[(1S)-2-methoxy-1-phenylethyl]butanamide (401512-42-3) → UK-370106 (230961-21-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / HCl(gas) / CH₂Cl₂; dioxane / 4 - 20 °C

2: 99 percent / N-(dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; i-Pr₂NEt; 1-hydroxy-1,2,3-benzotriazole hydrate / CH₂Cl₂ / 4 - 20 °C

3: 80 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

With hydrogenchloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm0308038

upstream raw materials:

N-tert-butyloxycarbonyl-L-tert-leucine

(S)-2-methoxy-1-phenylethylamine

Downstream raw materials:

UK-370106

tert-butyl (3R)-3-({[(1S)-2,2-dimethyl-1-({[(1S)-2-methoxy-1-phenylethyl]amino}carbonyl)propyl]amino}carbonyl)-6-(3-methyl-4-phenylphenyl)hexanoate

(2R)-N₁-[(1S)-2,2-dimethyl-1-({[(1S)-2-methoxy-1-phenylethyl]amino}carbonyl)propyl]-2-{3-(3-methyl-4-phenylphenyl)propyl}-(N₄-3-propenyloxy)butanediamide