(3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride

Base Information

• Chemical Name: (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride
• CAS No.: 923590-83-4
• Molecular Formula: C₁₇H₂₀N₂O₄*ClH
• Molecular Weight: 352.818

Synonyms:(3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride

Chemical Property of (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride

There total 1 articles about (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate 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%

1-tert-butyl 2-methyl (2S,4R)-4-{[(4-vinyl-1,3-dihydro-2H-isoindol-2-yl)carbonyl]oxy}pyrrolidine-1,2-dicarboxylate (923590-73-2) → (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride (923590-83-4)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃; for 3.5h; Product distribution / selectivity;

Reference yield: 89.0%

(2S)-({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}amino)(1-methylcyclohexyl)acetic acid (923591-41-7) + (3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride (923590-83-4) → (3R,5S)-1-[(2S)-2-({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}-amino)-2-(1-methylcyclohexyl)acetyl]-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate (1216963-27-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm9015526

Reference yield: 73.0%

(3R,5S)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate hydrochloride (923590-83-4) + (2S)-cyclohexyl{[(pent-4-en-1-yloxy)carbonyl]amino}acetic acid (924270-88-2) → (3R,5S)-1-((2S)-2-cyclohexyl-2-{[(pent-4-en-1-yloxy)carbonyl]-amino}acetyl)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate (1216962-52-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm9015526

upstream raw materials:

1-tert-butyl 2-methyl (2S,4R)-4-{[(4-vinyl-1,3-dihydro-2H-isoindol-2-yl)carbonyl]oxy}pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(3R,5S)-1-((2S)-2-cyclohexyl-2-{[(pent-4-en-1-yloxy)carbonyl]-amino}acetyl)-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate

(3R,5S)-5-(methoxycarbonyl)-1-((2S)-2-(1-methylcyclohexyl)-2-{[(pent-4-en-1-yloxy)carbonyl]amino}acetyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate

(3R,5S)-1-[(2S)-2-({[(2,2-dimethylhex-5-en-1-yl)oxy]carbonyl}-amino)-2-(1-methylcyclohexyl)acetyl]-5-(methoxycarbonyl)pyrrolidin-3-yl 4-vinyl-1,3-dihydro-2H-isoindole-2-carboxylate

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