(R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride

Base Information

• Chemical Name: (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride
• CAS No.: 900174-71-2
• Molecular Formula: C₁₅H₂₂N₂O₄S*ClH
• Molecular Weight: 362.878
• Mol file: 900174-71-2.mol

Synonyms:(R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride

Chemical Property of (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride

There total 6 articles about (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride 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: 95.0%

(R)-tert-butyl 2-(5-amino-2-(isopropylsulfonyl)phenyl)pyrrolidine-1-carboxylate (900174-67-6) + methyl chloroformate (79-22-1) → (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride (900174-71-2)

Guidance literature:

(R)-tert-butyl 2-(5-amino-2-(isopropylsulfonyl)phenyl)pyrrolidine-1-carboxylate; methyl chloroformate; With pyridine; at 0 - 20 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; water; ethyl acetate; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ml400453z

Reference yield:

C20H30N2O6S → (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride (900174-71-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; ethyl acetate; at 20 ℃; for 3h;

Reference yield:

tert-butyl 2-(2-(isopropylsulfonyl)-5-nitrophenyl)-1H-pyrrole-1-carboxylate (900174-34-7) → (R)-methyl (4-(isopropylsulfonyl)-3-(pyrrolidin-2-yl)phenyl)carbamate hydrochloride (900174-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; platinum(IV) oxide; hydrogen / water; ethanol / 3.5 h / 20 °C / 2068.65 Torr / Inert atmosphere

2.1: HPLC equipped with a chiralpak AD column (5 cm x 50 cm, 20μ) / n-heptane; diethylamine; isopropyl alcohol / 20 °C / Resolution of racemate

3.1: pyridine / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 3 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; platinum(IV) oxide; hydrogen; In ethanol; n-heptane; water; diethylamine; isopropyl alcohol;

DOI:10.1021/ml400453z

upstream raw materials:

(R)-tert-butyl 2-(5-amino-2-(isopropylsulfonyl)phenyl)pyrrolidine-1-carboxylate

methyl chloroformate

2-bromo-1-(isopropylsulfonyl)-4-nitrobenzene

tert-butyl 2-(2-(isopropylsulfonyl)-5-nitrophenyl)-1H-pyrrole-1-carboxylate

Downstream raw materials:

methyl 3-((R)-1-((R)-2-(3,4-dimethoxyphenyl)-2-(3-oxo-2,3-dihydro-1H-indazol-5-ylamino)acetyl)pyrrolidin-2-yl)-4-(isopropylsulfonyl)phenylcarbamate trifluoroacetate

methyl 3-((R)-1-((R)-2-(3,4-dimethoxyphenyl)-2-(6-fluoro-3-oxoisoindolin-5-ylamino)acetyl)pyrrolidin-2-yl)-4-(isopropylsulfonyl)phenylcarbamate

methyl 3-((R)-1-((S)-2-(3,4-dimethoxyphenyl)-2-(6-fluoro-3-oxoisoindolin-5-ylamino)acetyl)pyrrolidin-2-yl)-4-(isopropylsulfonyl)phenylcarbamate

methyl 3-((R)-1-((R)-2-(3,4-dimethoxyphenyl)-2-(4-oxo-3,4-dihydroquinazolin-6-ylamino)acetyl)pyrrolidin-2-yl)-4-(isopropylsulfonyl)phenylcarbamate