(2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide

Base Information

• Chemical Name: (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide
• CAS No.: 161806-06-0
• Molecular Formula: C₂₈H₂₈BrNO₄S₂
• Molecular Weight: 586.571
• Mol file: 161806-06-0.mol

Synonyms:(2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide

Chemical Property of (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide

There total 3 articles about (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>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: 73.0%

(2S,3R)-2-bromo-3-acetoxybutyroyl chloride (112245-37-1) + (2,2-Bis-phenylsulfanyl-vinyl)-(4-methoxy-benzyl)-amine (153823-28-0) → (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide (161806-06-0)

Guidance literature:

With N,N-diethylaniline; In toluene; Ambient temperature;

DOI:10.1021/jo00110a035

Reference yield:

ethyl α,α-bis(phenylthio)acetate (20461-96-5) → (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide (161806-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -50 °C

2: benzene / 2 h / Heating

3: 73 percent / N,N-diethylaniline / toluene / Ambient temperature

With diisobutylaluminium hydride; N,N-diethylaniline; In hexane; dichloromethane; toluene; benzene;

DOI:10.1021/jo00110a035

Reference yield:

Bis(phenylsulfanyl)acetaldehyde (153823-24-6) → (2S,3R)-3-Acetoxy-2-bromo-N-<(4-methoxyphenyl)methyl>-N-<2,2-bis(phenylthio)ethenyl>butanamide (161806-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 2 h / Heating

2: 73 percent / N,N-diethylaniline / toluene / Ambient temperature

With N,N-diethylaniline; In toluene; benzene;

DOI:10.1021/jo00110a035

upstream raw materials:

(2S,3R)-2-bromo-3-acetoxybutyroyl chloride

(2,2-Bis-phenylsulfanyl-vinyl)-(4-methoxy-benzyl)-amine

ethyl α,α-bis(phenylthio)acetate

Bis(phenylsulfanyl)acetaldehyde