(R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride

Base Information

• Chemical Name: (R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride
• CAS No.: 1346555-97-2
• Molecular Formula: C₁₃H₁₈INO₂*ClH
• Molecular Weight: 383.657

Synonyms:(R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride

Chemical Property of (R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride

Chemical Property:

Purity/Quality:

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Technology Process of (R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride

There total 7 articles about (R,R,R,R)-N⁽¹⁾-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine 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: 52.0%

(R,R,R,R)-N(1)-methyl-2-(4-methoxyphenyl)-3-iodo-4-O-methoxymethyl-5-methylpyrrolidine (1346555-96-1) → (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride (1346555-97-2)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 48h;

DOI:10.1016/j.tetlet.2011.09.114

Reference yield:

(3S,4R,αR,E)-1-(4'-methoxyphenyl)-3-O-methoxymethyl-4-[N-methyl-N-(α-methyl-4''-methoxybenzyl)amino]pent-1-ene (1346555-94-9) → (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride (1346555-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine; sodium hydrogencarbonate / acetonitrile / 20 h / 20 °C

2: hydrogenchloride / methanol / 48 h / 20 °C

With hydrogenchloride; iodine; sodium hydrogencarbonate; In methanol; acetonitrile;

DOI:10.1016/j.tetlet.2011.09.114

Reference yield:

tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate (1346555-92-7) → (R,R,R,R)-N(1)-methyl-2-(4'-methoxyphenyl)-3-iodo-4-hydroxy-5-methylpyrrolidine hydrochloride (1346555-97-2)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -78 °C

2: n-butyllithium / tetrahydrofuran / 12.5 h / -78 - 20 °C

3: iodine; sodium hydrogencarbonate / acetonitrile / 20 h / 20 °C

4: hydrogenchloride / methanol / 48 h / 20 °C

With hydrogenchloride; n-butyllithium; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 2: Wittig olefination;

DOI:10.1016/j.tetlet.2011.09.114

upstream raw materials:

(R,R,R,R)-N⁽¹⁾-methyl-2-(4-methoxyphenyl)-3-iodo-4-O-methoxymethyl-5-methylpyrrolidine

tert-butyl (R,R,R)-2-hydroxy-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

tert-butyl (R,R,R)-2-O-methoxymethyl-3-[N-methyl-N-(α-methyl-4'-methoxybenzyl)amino]butanoate

C₁₆H₂₅NO₄

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