ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate

Base Information

• Chemical Name: ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate
• CAS No.: 724467-37-2
• Molecular Formula: C₂₆H₂₉NO₅S
• Molecular Weight: 467.586

Synonyms:ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate

Chemical Property of ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate

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Technology Process of ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate

There total 9 articles about ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate 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: 58.0%

ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-methoxyphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetic acid (724467-26-9) + Bromoacetaldehyde diethyl acetal (2032-35-1) → ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (724467-37-2)

Guidance literature:

With water; In ethanol; at 70 ℃; for 18h;

DOI:10.1021/jm061299k

Reference yield:

5-methoxy-1-indanone (5111-70-6) → ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (724467-37-2)

Guidance literature:

Multi-step reaction with 9 steps

1: Zn / CuCl / tetrahydrofuran / 16 h / 20 - 35 °C

2: H₂ / Pd/C / ethanol / 2068.59 Torr

3: 146.9 g / Amano Lipase PS / aq. phosphate buffer / 12 h / 20 °C / pH 7.0

4: 100 percent / chlorotrimethylsilane / 12 h / 20 °C

5: 96 percent / AlCl₃; EtSH / CH₂Cl₂ / 2.5 h / 10 °C

6: Cs₂CO₃ / dimethylformamide / 14 h / 20 - 80 °C

7: Cs₂CO₃ / dimethylformamide; H₂O / 16 h / 40 °C

8: 81 percent / H₂S; Et₂NH / dimethylformamide / 3 h / 60 °C

9: 58 percent / H₂O / ethanol / 18 h / 70 °C

With chloro-trimethyl-silane; aluminium trichloride; Amano Lipase PS; hydrogen sulfide; water; hydrogen; caesium carbonate; diethylamine; ethanethiol; zinc; palladium on activated charcoal; copper(l) chloride; In tetrahydrofuran; phosphate buffer; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Reformatsky reaction;

DOI:10.1021/jm061299k

Reference yield:

ethyl 2-[(1E)-5-methoxy-2,3-dihydro-1H-inden-1-ylidene]acetate (21779-34-0) → ethyl ((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (724467-37-2)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / Pd/C / ethanol / 2068.59 Torr

2: 146.9 g / Amano Lipase PS / aq. phosphate buffer / 12 h / 20 °C / pH 7.0

3: 100 percent / chlorotrimethylsilane / 12 h / 20 °C

4: 96 percent / AlCl₃; EtSH / CH₂Cl₂ / 2.5 h / 10 °C

5: Cs₂CO₃ / dimethylformamide / 14 h / 20 - 80 °C

6: Cs₂CO₃ / dimethylformamide; H₂O / 16 h / 40 °C

7: 81 percent / H₂S; Et₂NH / dimethylformamide / 3 h / 60 °C

8: 58 percent / H₂O / ethanol / 18 h / 70 °C

With chloro-trimethyl-silane; aluminium trichloride; Amano Lipase PS; hydrogen sulfide; water; hydrogen; caesium carbonate; diethylamine; ethanethiol; palladium on activated charcoal; In phosphate buffer; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm061299k

upstream raw materials:

ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-methoxyphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetic acid

Bromoacetaldehyde diethyl acetal

[(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetic acid

ethyl [(1S)-5-methoxy-2,3-dihydro-1H-inden-1-yl]acetate

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