(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Base Information

Chemical Name:(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde
CAS No.:637040-77-8
Molecular Formula:C₁₈H₁₉NO
Molecular Weight:265.355
Hs Code.:

Synonyms:(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

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Chemical Property of (1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Chemical Property:

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Technology Process of (1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

There total 5 articles about (1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde 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: 91.0%

: 261729-96-8
N-[(1S)-1-methyl-2-(phenylsulfinyl)ethyl]-N-[(1R)-1-phenylethyl]formamide

: 71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1
benzene

: 261730-16-9
(1R,3S)-1,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

: 637040-77-8
(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Guidance literature:: N-[(1S)-1-methyl-2-(phenylsulfinyl)ethyl]-N-[(1R)-1-phenylethyl]formamide; With trifluoroacetic anhydride; In benzene; at 20 ℃; for 1h;

benzene; With trifluorormethanesulfonic acid; at 20 ℃; for 1h;

With sodium tetrahydroborate; nickel dichloride; In ethanol; at 20 ℃; for 2h;
DOI:10.1248/cpb.51.667

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 637040-77-8
(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium(IV) isopropoxide

2.1: NaBH₄

3.1: Ac₂O / 70 °C

4.1: NaIO₄ / methanol / 20 °C

5.1: trifluoroacetic anhydride / benzene / 1 h / 20 °C

5.2: trifluoromethanesulfonic acid / 1 h / 20 °C

5.3: 91 percent / NiCl₂*6H₂O; NaBH₄ / ethanol / 2 h / 20 °C

With titanium(IV) isopropylate; sodium tetrahydroborate; sodium periodate; acetic anhydride; trifluoroacetic anhydride; In methanol; benzene; 5.1: Pummerer reaction;
DOI:10.1248/cpb.51.667

Reference yield:

: 261729-88-8
(1S)-1-methyl-N-[(R)-1-phenylethyl]-2-phenylsulfanylethylamine

: 637040-77-8
(1R,3S,4R)-1,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: Ac₂O / 70 °C

2.1: NaIO₄ / methanol / 20 °C

3.1: trifluoroacetic anhydride / benzene / 1 h / 20 °C

3.2: trifluoromethanesulfonic acid / 1 h / 20 °C

3.3: 91 percent / NiCl₂*6H₂O; NaBH₄ / ethanol / 2 h / 20 °C

With sodium periodate; acetic anhydride; trifluoroacetic anhydride; In methanol; benzene; 3.1: Pummerer reaction;
DOI:10.1248/cpb.51.667