(-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

Base Information

• Chemical Name: (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide
• CAS No.: 194785-68-7
• Molecular Formula: C₃₄H₃₅NO₅
• Molecular Weight: 537.656
• Mol file: 194785-68-7.mol

Synonyms:(-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

Chemical Property of (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide

There total 5 articles about (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide 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: 46.0%

2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxyacetic acid (194785-67-6) + (7S)-7-amino-5,6,7,8-tetrahydronaphthalen-2-ol hydrobromide (194785-79-0) → (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide (194785-68-7)

Guidance literature:

DOI:10.1248/cpb.49.1018

Reference yield:

(2S)-7-methoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride (158223-16-6) → (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide (194785-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH

1.2: 99 percent / 48 percent aq. HBr / 4 h / Heating

With sodium hydroxide;

DOI:10.1248/cpb.49.1018

Reference yield:

benzyl 2-(2-benzyloxyethyl)phenyl ether → (-)-(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxy-N-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)acetamide (194785-68-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Br₂

2.1: n-BuLi / -95 °C

2.3: aq. NaOH

With n-butyllithium; bromine;

DOI:10.1248/cpb.49.1018

upstream raw materials:

2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxyacetic acid

(7S)-7-amino-5,6,7,8-tetrahydronaphthalen-2-ol hydrobromide

(2S)-7-methoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride

benzyl 2-(2-benzyloxyethyl)-4-bromophenyl ether

Downstream raw materials:

(-)-1-[2-[(2S)-2-[[(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-hydroxyethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]acetyl]piperidine

(-)-1-[2-[(2S)-2-[[(2R)-2-[4-benzyloxy-3-(2-benzyloxyethyl)-phenyl]-2-hydroxyethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]acetyl]pyrrolidine

(-)-2-[(2S)-2-[[(2R)-2-[4-Benzyloxy-3-(2-benzyloxyethyl)-phenyl]-2-hydroxyethyl]amino]-1,2,3,4-tetrahydronaphthalen-7-yloxy]-N,N-dimethylacetamide

(-)-(1R)-1-[4-benzyloxy-3-(2-benzyloxyethyl)phenyl]-2-((2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-ylamino)ethanol