3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂

Base Information

• Chemical Name: 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂
• CAS No.: 1417444-20-2
• Molecular Formula: C₂₄H₂₉NO₃
• Molecular Weight: 381.483

Synonyms:3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂

Chemical Property of 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂

Chemical Property:

Purity/Quality:

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Technology Process of 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂

There total 8 articles about 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d₂ 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: 98.0%

methyl 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionate-3,3-d2 (1489126-72-8) → 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d2 (1417444-20-2)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; 1,2-dimethoxyethane; water; for 2.5h; Reflux;

DOI:10.1248/cpb.c13-00356

Reference yield:

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine (92050-16-3) + 3-(4-carboxyphenyl)propionic acid-3,3-d2 tert-butyl ester (1417444-26-8) → 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d2 (1417444-20-2)

Guidance literature:

3-(4-carboxyphenyl)propionic acid-3,3-d2 tert-butyl ester; With thionyl chloride; In benzene; for 3h; Reflux;

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthylamine; With pyridine; In benzene; at 20 ℃;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 5h;

Reference yield:

3-(4-carboxyphenyl)propionic acid (38628-51-2) → 3-[4-[(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)carbamoyl]phenyl]propionic acid-3,3-d2 (1417444-20-2)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen; sodium carbonate; water-d2 / 48 h / 100 °C / 760.05 Torr

2: thionyl chloride / 16 h / 0 - 20 °C

3: thionyl chloride; N,N-dimethyl-formamide / benzene / 6 h / Reflux

4: triethylamine / dichloromethane / 15.5 h / 20 °C / Cooling with ice

5: lithium hydroxide monohydrate / methanol; 1,2-dimethoxyethane; water / 2.5 h / Reflux

With thionyl chloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; water-d2; sodium carbonate; triethylamine; N,N-dimethyl-formamide; In methanol; 1,2-dimethoxyethane; dichloromethane; water; benzene;

DOI:10.1248/cpb.c13-00356

upstream raw materials:

4-Carboxybenzaldehyde

trans-p-carboxycinnamic acid

3-(4-carboxyphenyl)propionic acid

3-(4-carboxyphenyl)propionic acid-3,3-d₂

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