(2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate

Base Information

• Chemical Name: (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate
• CAS No.: 1442635-89-3
• Molecular Formula: C₂₁H₃₄O₆
• Molecular Weight: 382.497

Synonyms:(2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate

Chemical Property of (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate

Chemical Property:

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Technology Process of (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate

There total 5 articles about (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate 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: 90.0%

(S)-4-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-2-one (1442635-88-2) + propionaldehyde (123-38-6) → (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate (1442635-89-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at -10 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo400760q

Reference yield:

(S)-1-(2-(4-isopropoxy-3,5-dimethoxybenzyl)-1,3-dithian-2-yl)pentan-2-ol (1442635-87-1) → (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate (1442635-89-3)

Guidance literature:

Multi-step reaction with 2 steps

1: calcium carbonate; iodine / tetrahydrofuran; water / 0 °C

2: samarium diiodide / tetrahydrofuran / 4 h / -10 °C / Inert atmosphere

With samarium diiodide; iodine; calcium carbonate; In tetrahydrofuran; water;

DOI:10.1021/jo400760q

Reference yield:

2-(4-isopropoxy-3,5-dimethoxybenzyl)-1,3-dithiane (1442635-86-0) → (2S,4S)-2-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-4-yl propionate (1442635-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -40 °C / Inert atmosphere

2: calcium carbonate; iodine / tetrahydrofuran; water / 0 °C

3: samarium diiodide / tetrahydrofuran / 4 h / -10 °C / Inert atmosphere

With samarium diiodide; iodine; tert.-butyl lithium; calcium carbonate; In tetrahydrofuran; water; pentane;

DOI:10.1021/jo400760q

upstream raw materials:

(S)-1-(2-(4-isopropoxy-3,5-dimethoxybenzyl)-1,3-dithian-2-yl)pentan-2-ol

(S)-4-hydroxy-1-(4-isopropoxy-3,5-dimethoxyphenyl)heptan-2-one

propionaldehyde

2-(4-isopropoxy-3,5-dimethoxybenzyl)-1,3-dithiane

Downstream raw materials:

monocerin

(2S,3aR,9bR)-2,3,3a,9b-tetrahydro-6,7,8-trimethoxy-2-propyl-5H-furol(3,2-c)⁽²⁾benzopyran-5-one

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