(S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

Base Information

• Chemical Name: (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate
• CAS No.: 153219-23-9
• Molecular Formula: C₁₉H₂₂N₂O₇
• Molecular Weight: 390.393

Synonyms:(S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

Chemical Property of (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

Chemical Property:

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Technology Process of (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

There total 4 articles about (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate 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:

isopropyl 2-acetoxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (191742-12-8) → (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (153219-23-9) + (R)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

Guidance literature:

With water; In di-isopropyl ether; for 96h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; lipase PS;

Reference yield:

isopropyl 3-aminocrotonate (14205-46-0) → (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (153219-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / propan-2-ol / Heating

2: lipase PS, H₂O / diisopropyl ether; acetone / 96 h / Ambient temperature

With Lipase PS; water; In di-isopropyl ether; isopropyl alcohol; acetone;

DOI:10.1248/cpb.45.869

Reference yield:

3-nitro-benzaldehyde (99-61-6) → (S)-isopropyl 2-hydroxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate (153219-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / propan-2-ol / Heating

2: lipase PS, H₂O / diisopropyl ether; acetone / 96 h / Ambient temperature

With Lipase PS; water; In di-isopropyl ether; isopropyl alcohol; acetone;

DOI:10.1248/cpb.45.869

upstream raw materials:

isopropyl 2-acetoxymethyl-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3-methoxycarbonyl-5-piperidinecarboxylate

isopropyl 3-aminocrotonate

3-nitro-benzaldehyde

4-acetoxy-3-oxo-butyric acid methyl ester

Downstream raw materials:

(R)-isopropyl 2-formyl-1,4-dihydro-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-5-pyridinecarboxylate

(+)-Nilvadipine

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