(4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Base Information

• Chemical Name: (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone
• CAS No.: 208512-12-3
• Molecular Formula: C₁₆H₂₁N₃O₂S₂
• Molecular Weight: 351.494
• Mol file: 208512-12-3.mol

Synonyms:(4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Chemical Property of (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

There total 1 articles about (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone 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: 50.0%

carbon disulfide (75-15-0,12122-00-8) + (4S,5R)-(-)-1-(2'-amidoacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone + methyl iodide (74-88-4) → (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (208512-12-3)

Guidance literature:

carbon disulfide; (4S,5R)-(-)-1-(2'-amidoacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone; With triethylamine; In chloroform; at 20 ℃; for 1h;

methyl iodide; In chloroform; for 1h; Heating;

methyl iodide; With potassium carbonate; In acetone; for 2h; Further stages.; Heating;

DOI:10.1021/jo000321t

Reference yield:

benzyl bromide (100-39-0) + (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (208512-12-3) → (2R,4'S,5'R)-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-2-[bis(methylsulfanyl)methyleneamino]-3-phenylpropan-1-one + (2S,4'S,5'R)-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-2-[bis(methylsulfanyl)methyleneamino]-3-phenylpropan-1-one (208512-14-5)

Guidance literature:

With potassium tert-butylate; lithium chloride; lithium iodide; In tetrahydrofuran; at -78 - -20 ℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(98)00113-X

Reference yield:

t-butyl iodoacetate (49827-15-8) + (4S,5R)-(-)-1-[2'-[bis(methylsulfanyl)methylene]aminoacetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone (208512-12-3) → tert-butyl (3S,4'S,5'R)-4-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-3-[bis(methylsulfanyl)methyleneamino]-4-oxobutanoate + tert-butyl (3R,4'S,5'R)-4-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-3-[bis(methylsulfanyl)methyleneamino]-4-oxobutanoate

Guidance literature:

With lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(98)00113-X

upstream raw materials:

carbon disulfide

methyl iodide

Downstream raw materials:

(2S,4'S,5'R)-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-2-[bis(methylsulfanyl)methyleneamino]-4-penten-1-one

(2S,4'S,5'R)-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-2-[bis(methylsulfanyl)methyleneamino]-3-phenylpropan-1-one