(S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene

Base Information

• Chemical Name: (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene
• CAS No.: 1264149-64-5
• Molecular Formula: C₂₈H₃₃IN₂O₆S₂
• Molecular Weight: 684.616

Synonyms:(S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene

Chemical Property of (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene

Chemical Property:

Purity/Quality:

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Technology Process of (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene

There total 12 articles about (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene 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: 74.0%

N-((S)-1-(N-((S)-1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)methylsulfonamido)-3-(3-iodo-4-methoxyphenyl)propan-2-yl)-4-methylbenzenesulfonamide (1264149-61-2) → (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene (1264149-64-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/asia.201000554

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene (1264149-64-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h

2.1: iodine; silver sulfate / methanol / 2 h / 25 °C

3.1: hydrogenchloride; water / methanol / 0.5 h / 20 °C

4.1: triethylamine / dichloromethane / 0 - 25 °C

5.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

6.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

7.1: triethylamine / tetrahydrofuran / 0.08 h / 0 °C

7.2: 0 - 60 °C

8.1: pyridine / 0 - 20 °C

9.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

10.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; lithium borohydride; water; iodine; potassium carbonate; silver sulfate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Mitsunobu cyclization / 10.1: Mitsunobu cyclization;

DOI:10.1002/asia.201000554

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → (S)-2-(4-methoxybenzyl)-1-(methylsulfonyl)-4-tosylpiperazine compound with 4-ethyl-2-iodo-1-methoxybenzene (1264149-64-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: sodium hydrogencarbonate / ethanol / 2 h

2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h

3.1: iodine; silver sulfate / methanol / 2 h / 25 °C

4.1: hydrogenchloride; water / methanol / 0.5 h / 20 °C

5.1: triethylamine / dichloromethane / 0 - 25 °C

6.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

7.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

8.1: triethylamine / tetrahydrofuran / 0.08 h / 0 °C

8.2: 0 - 60 °C

9.1: pyridine / 0 - 20 °C

10.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

11.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

With pyridine; hydrogenchloride; lithium borohydride; water; iodine; sodium hydrogencarbonate; potassium carbonate; silver sulfate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 7.1: Mitsunobu cyclization / 11.1: Mitsunobu cyclization;

DOI:10.1002/asia.201000554

upstream raw materials:

(S)-methyl 3-(3-iodo-4-methoxyphenyl)-2-(4-methylphenylsulfonamido)propanoate

(S)-N-(1-hydroxy-3-(3-iodo-4-methoxyphenyl)propan-2-yl)-4-methylbenzenesulfonamide

(S)-2-(3-iodo-4-methoxybenzyl)-1-tosylaziridine

(S)-methyl 2-((S)-3-(3-iodo-4-methoxyphenyl)-2-(4-methylphenylsulfonamido)propylamino)-3-(4-methoxyphenyl)propanoate

Downstream raw materials:

(S)-4-((1-(methylsulfonyl)-4-tosylpiperazin-2-yl)methyl)phenol compound with 4-ethyl-2-iodophenol

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