TERT-BUTYL (2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYL)CARBAMATE

Base Information

• Chemical Name: TERT-BUTYL (2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYL)CARBAMATE
• CAS No.: 869567-97-5
• Molecular Formula: C24H25BrN2O5
• Molecular Weight: 501.377
• Mol file: 869567-97-5.mol

Synonyms:1,1-dimethylethyl {(1,S)-2-[4-(bromoacetyl)phenyl]-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate;

Chemical Property of TERT-BUTYL (2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYL)CARBAMATE

Chemical Property:

• PSA: 92.78000
• LogP: 4.32500

Purity/Quality:

98% ^*data from raw suppliers

TERT-BUTYL-2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYLCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL (2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYL)CARBAMATE

There total 5 articles about TERT-BUTYL (2-[(3-IODOPYRIDIN-2-YL)THIO]ETHYL)CARBAMATE 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: 71.0%

1,1-dimethylethyl {(1S)-2-(4-bromophenyl)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (869567-96-4) + tributyl(1-ethoxyvinyl)stannane (97674-02-7) → 1,1-dimethylethyl {(1S)-2-[4-(bromoacetyl)phenyl]-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (869567-97-5)

Guidance literature:

1,1-dimethylethyl {(1S)-2-(4-bromophenyl)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 100 ℃; for 3h;

With N-Bromosuccinimide; In tetrahydrofuran; water; at 20 ℃; for 0.5h;

Reference yield:

C26H30N2O5 (1208246-04-1) → 1,1-dimethylethyl {(1S)-2-[4-(bromoacetyl)phenyl]-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (869567-97-5)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; water; at 0 - 10 ℃; Large scale reaction;

DOI:10.1021/op100186c

Reference yield:

1,1-dimethylethyl [(1S)-2-(4-bromophenyl)-1-(hydroxymethyl)ethyl]carbamate (854760-84-2) → 1,1-dimethylethyl {(1S)-2-[4-(bromoacetyl)phenyl]-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate (869567-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Large scale reaction

2: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 5 h / Reflux; Large scale reaction

3: N-Bromosuccinimide / tetrahydrofuran; water / 0 - 10 °C / Large scale reaction

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; 1: Mitsunobu reaction / 2: Stille coupling;

DOI:10.1021/op100186c

upstream raw materials:

1,1-dimethylethyl {(1S)-2-(4-bromophenyl)-1-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]ethyl}carbamate

tributyl(1-ethoxyvinyl)stannane

1,1-dimethylethyl [(1S)-2-(4-bromophenyl)-1-(hydroxymethyl)ethyl]carbamate

C₂₆H₃₀N₂O₅

Downstream raw materials:

3-chloro-N-{(1S)-2-[(N,N-dimethylglycyl)amino]-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

3-chloro-N-{(1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-[(4-{8-[(1S)-1-hydroxyethyl]imidazo[1,2-a]pyridin-2-yl}phenyl)methyl]ethyl}-4-[(1-methylethyl)oxy]benzamide

C₂₈H₃₁ClN₄O₃

C₃₆H₃₂BrClN₄O₅