(1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Base Information

• Chemical Name: (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one
• CAS No.: 159849-39-5
• Molecular Formula: C₂₁H₂₇NO₃
• Molecular Weight: 341.45

Synonyms:(1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Chemical Property of (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

There total 7 articles about (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one 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: 75.0%

phenylmagnesium bromide + (1S,2R,6S,7R,exo)-N-crotonoyl-3-oxa-5-aza-7,10,10-trimethyltricyclo<5.2.1.02,6>decan-4-one (159849-34-0) → (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (159849-39-5)

Guidance literature:

With dimethylsulfide; copper(I) bromide; In tetrahydrofuran; at -40 ℃; for 4h;

DOI:10.1039/c39940001861

Reference yield:

exo,exo-2-amino-3-hydroxy-camphor (123879-93-6) → (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (159849-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / CH₂Cl₂ / 1 h / 0 °C

2: nBuLi / tetrahydrofuran / 1 h / -78 °C

3: 75 percent / CuBr, Me₂S / tetrahydrofuran / 4 h / -40 °C

With sodium hydroxide; n-butyllithium; dimethylsulfide; copper(I) bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39940001861

Reference yield:

(1S,2R,6S,7R,exo)-3-oxa-5-aza-7,10,10-trimethyltricyclo<5.2.1.02,6>decan-4-one (159849-26-0) → (1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-3-phenyl-butyryl)-3-oxa-5-aza-tricyclo[5.2.1.02,6]decan-4-one (159849-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: nBuLi / tetrahydrofuran / 1 h / -78 °C

2: 75 percent / CuBr, Me₂S / tetrahydrofuran / 4 h / -40 °C

With n-butyllithium; dimethylsulfide; copper(I) bromide; In tetrahydrofuran;

DOI:10.1039/c39940001861

upstream raw materials:

(1S,2R,6S,7R,exo)-N-crotonoyl-3-oxa-5-aza-7,10,10-trimethyltricyclo<5.2.1.0^2,6>decan-4-one

exo,exo-2-amino-3-hydroxy-camphor

(1S,2R,6S,7R,exo)-3-oxa-5-aza-7,10,10-trimethyltricyclo<5.2.1.0^2,6>decan-4-one

(1S,2R,6S,7R)-7,10,10-Trimethyl-5-((R)-2-methyl-3-phenyl-propionyl)-3-oxa-5-aza-tricyclo[5.2.1.0^2,6]decan-4-one

Downstream raw materials:

(R)-3-phenylbutyric acid

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