(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

Base Information

Chemical Name:(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol
CAS No.:246237-52-5
Molecular Formula:C₁₉H₂₁NO₂
Molecular Weight:295.381
Hs Code.:

Synonyms:(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

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Chemical Property of (3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

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Technology Process of (3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

There total 4 articles about (3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol 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:

: (3S,4R)-4-Amino-6-(1-hydroxy-1-phenyl-ethyl)-2,2-dimethyl-chroman-3-ol

: 246237-52-5
(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 5 ℃; for 18h;
DOI:10.1021/jm990196h

Reference yield:

: 91735-45-4
6-benzoyl-2,2-dimethyl-2H-1-benzopyran

: 246237-52-5
(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: tetrahydrofuran; diethyl ether / 0.08 h / -78 °C

4: TFA / CH₂Cl₂ / 18 h / 5 °C

With ammonium hydroxide; sodium hypochlorite; 4-Phenylpyridine 1-oxide; Jacobsen's catalyst; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; isopropyl alcohol; 1: Epoxidation / 2: Ring cleavage / 3: Addition / 4: Dehydration;
DOI:10.1021/jm990196h

Reference yield:

: 927413-09-0
(S,S)-(2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalen-6-yl)-phenyl-methanone

: 246237-52-5
(3S-trans)-4-amino-3,4-dihydro-2,2-dimethyl-6-(1-phenylethenyl)-2H-1-benzopyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

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

2: tetrahydrofuran; diethyl ether / 0.08 h / -78 °C

3: TFA / CH₂Cl₂ / 18 h / 5 °C

With ammonium hydroxide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; isopropyl alcohol; 1: Ring cleavage / 2: Addition / 3: Dehydration;
DOI:10.1021/jm990196h