(1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane

Base Information

• Chemical Name: (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane
• CAS No.: 257928-40-8
• Molecular Formula: C₂₆H₂₇NO₂
• Molecular Weight: 385.506

Synonyms:(1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane

Chemical Property of (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane

Chemical Property:

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Technology Process of (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane

There total 2 articles about (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane 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: 47.0%

(R)-4-(4-benzyloxy-phenyl)-1-(1-phenyl-ethyl)-1,2,3,6-tetrahydro-pyridine (257928-43-1) → (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane (257928-40-8)

Guidance literature:

(R)-4-(4-benzyloxy-phenyl)-1-(1-phenyl-ethyl)-1,2,3,6-tetrahydro-pyridine; With hydrogen bromide; bromine; In 1,4-dioxane; at 3 - 5 ℃; for 2.5h;

With sodium hydroxide; at 3 - 5 ℃; for 2.5h;

DOI:10.1016/S0014-827X(01)01004-7

Reference yield:

aq. sodium chloride + aqueous hydrogen bromide + (R)-4-(4-benzyloxy-phenyl)-1-(1-phenyl-ethyl)-1,2,3,6-tetrahydro-pyridine (257928-43-1) → (1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane (257928-40-8)

Guidance literature:

With sodium hydroxide; bromine; In 1,4-dioxane; diethyl ether; water; ethyl acetate;

Reference yield: 91.0%

(1R,6R)-6-(4-benzyloxy-phenyl)-3-[(R)-1-phenyl-ethyl]-7-oxa-3-aza-bicyclo [4.1.0] heptane (257928-40-8) → (3S)-4-(4-benzyloxy-phenyl)-1-[(1R)-phenyl-ethyl]-1,2,3,6-tetrahydro-pyridin-3-ol (257928-45-3)

Guidance literature:

With phenyllithium; In various solvent(s); at -15 ℃; for 1.5h;

DOI:10.1016/S0014-827X(01)01004-7

upstream raw materials:

(R)-4-(4-benzyloxy-phenyl)-1-(1-phenyl-ethyl)-1,2,3,6-tetrahydro-pyridine

Downstream raw materials:

(3S)-4-(4-benzyloxy-phenyl)-1-[(1R)-phenyl-ethyl]-1,2,3,6-tetrahydro-pyridin-3-ol

(3R,4R,5S)-5-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-4-(4-hydroxy-phenyl)-piperidin-3-ol

(3S,4R,5R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-5-hydroxy-4-(4-hydroxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

(3S)-4-(4-benzyloxy-phenyl)-3-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-1-[(R)-1-phenyl-ethyl]-1,2,3,6-tetrahydro-pyridine

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