(1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide

Base Information

• Chemical Name: (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide
• CAS No.: 74629-97-3
• Molecular Formula: C₂₄H₂₅NO₂
• Molecular Weight: 359.468
• Mol file: 74629-97-3.mol

Synonyms:(1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide

Chemical Property of (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide

There total 4 articles about (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide 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: 66.1%

(R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (+/-)-trans-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)acetic Acid Lactone (74629-86-0) → (1S,2S,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-naphthyl)ethyl>amide (74629-96-2) + (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide (74629-97-3)

Guidance literature:

In xylene; for 30h; Heating;

DOI:10.1021/jo01309a008

Reference yield:

2-(2-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)acetonitrile (34087-39-3) → (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide (74629-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaBH₄, 2) NaOH, 3) TosOH / 1) THF, 0-5 deg C, 1.5 h; 2) aq. EtOH_. reflux, 20 h; 3) benzene, reflux, 3 h

2: 66.1 percent / xylene / 30 h / Heating

With sodium hydroxide; sodium tetrahydroborate; toluene-4-sulfonic acid; In xylene;

DOI:10.1021/jo01309a008

Reference yield:

(1S,2R,R)-cis-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-naphthyl)ethyl>amide (74629-94-0) → (1R,2R,R)-trans-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-Naphthyl)ethyl>amide (74629-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaOH, 2) TosOH / 1) aq. EtOH, 20 h reflux; 2) benzene, 3 h reflux

2: 66.1 percent / xylene / 30 h / Heating

With sodium hydroxide; toluene-4-sulfonic acid; In xylene;

DOI:10.1021/jo01309a008

upstream raw materials:

(R)-1-(1-Naphthyl)ethylamine

(+/-)-trans-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)acetic Acid Lactone

2-(2-oxo-1,2,3,4-tetrahydronaphthalen-1-yl)acetonitrile

(1S,2R,R)-cis-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-naphthyl)ethyl>amide

Downstream raw materials:

(1R,2R,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide

(1S,2S,R)-cis-1-(2-Hydroxycyclohexyl)methyl N-<1-(1-Naphthyl)-ethyl>amide

(1S,2R,R)-cis-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-naphthyl)ethyl>amide

(1R,2S,R)-cis-1-(2-Hydroxy-1,2,3,4-tetrahydro-1-naphthyl)methyl N-<1-(1-naphthyl)ethyl>amide