1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone

Base Information

• Chemical Name: 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone
• CAS No.: 1053261-56-5
• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.381

Synonyms:1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone

Chemical Property of 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone

Chemical Property:

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Technology Process of 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone

There total 2 articles about 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone 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:

1-(2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalen-6-yl)-2-phenyl-ethanone (1026236-52-1) → 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone (1053261-56-5)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; isopropyl alcohol; at 75 ℃; for 24h;

DOI:10.1021/jm990196h

Reference yield:

1-(2,2-dimethyl-2H-chromen-6-yl)-2-phenyl-ethanone → 1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone (1053261-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hypochlorite; (S,S)-(+)-Jacobsen's catalyst; 4-phenylpyridine-N-oxide / H₂O / 18 h / 0 °C / pH 11.3

2: ammonium hydroxide / tetrahydrofuran; propan-2-ol / 24 h / 75 °C

With ammonium hydroxide; sodium hypochlorite; 4-Phenylpyridine 1-oxide; Jacobsen's catalyst; In tetrahydrofuran; water; isopropyl alcohol; 1: Epoxidation / 2: Ring cleavage;

DOI:10.1021/jm990196h

Reference yield:

1-((3S,4R)-4-Amino-3-hydroxy-2,2-dimethyl-chroman-6-yl)-2-phenyl-ethanone (1053261-56-5) + sodium N-(4-chlorophenyl)-N'-cyanocarbamimidothioate → C27H25ClN4O3

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1021/jm990196h

upstream raw materials:

1-(2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalen-6-yl)-2-phenyl-ethanone

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