1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI)

Base Information

• Chemical Name: 1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI)
• CAS No.: 474670-64-9
• Molecular Formula: C₉H₁₆N₂OS
• Molecular Weight: 200.305
• Mol file: 474670-64-9.mol

Synonyms:1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI)

Chemical Property of 1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI)

Chemical Property:

• PSA: 71.14000
• LogP: 0.88180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI)

There total 2 articles about 1H-Pyrrolo[1,2-c]imidazol-1-one,3-ethylhexahydro-6-mercapto-3-methyl-,(3R,6S,7aS)-(9CI) 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: 92.0%

(2R,5S,7S)-7-acetylthio-2-ethyl-2-methyl-4-oxo-1,3-diazabicyclo[3.3.0]octane (474670-45-6) → (2R,5S,7S)-2-ethyl-2-methyl-7-mercapto-4-oxo-1,3-diazabicyclo[3.3.0]octane (474670-64-9)

Guidance literature:

With sodium hydroxide; In methanol; for 0.333333h;

DOI:10.1002/1521-4184(200205)335:5<200::AID-ARDP200>3.0.CO;2-X

Reference yield:

(2R/S,5S,7R)-2-ethyl-2-methyl-7-mesyloxy-4-oxo-1,3-diazabicyclo[3.3.0]octane (474670-26-3) → (2R,5S,7S)-2-ethyl-2-methyl-7-mercapto-4-oxo-1,3-diazabicyclo[3.3.0]octane (474670-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 21.7 percent / dimethylformamide / 3 h / 65 °C

2: 92 percent / aq. NaOH / methanol / 0.33 h

With sodium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/1521-4184(200205)335:5<200::AID-ARDP200>3.0.CO;2-X

Reference yield:

(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (93711-81-0,90776-59-3,189188-38-3) + (2R,5S,7S)-2-ethyl-2-methyl-7-mercapto-4-oxo-1,3-diazabicyclo[3.3.0]octane (474670-64-9) → p-nitrobenzyl (1R,5S,6S)-6-[(1R)-1-hydroxyethyl]-2-[(2R,5S,7S)-2-ethyl-2-methyl-4-oxo-1,3-diazabicyclo[3.3.0]octan-7-ylthio]-1-methylcarbapen-2-em-3-carboxylate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1002/1521-4184(200205)335:5<200::AID-ARDP200>3.0.CO;2-X

upstream raw materials:

(2R,5S,7S)-7-acetylthio-2-ethyl-2-methyl-4-oxo-1,3-diazabicyclo[3.3.0]octane

(2R/S,5S,7R)-2-ethyl-2-methyl-7-mesyloxy-4-oxo-1,3-diazabicyclo[3.3.0]octane

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