(2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-one

Base Information

• Chemical Name: (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-one
• CAS No.: 181826-62-0
• Molecular Formula: C₂₈H₃₄N₂O₄S
• Molecular Weight: 494.655

Synonyms:(2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-one

Chemical Property of (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-one

Chemical Property:

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Technology Process of (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-one

There total 7 articles about (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-pent-4-en-1-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: 95.0%

Cinnamyl acetate (21040-45-9) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime (181826-43-7) → (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-phenyl-pent-4-en-1-one (181826-62-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium (III) iodide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/jo034451o

Reference yield: 94.0%

(E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime (181826-43-7) → (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-phenyl-pent-4-en-1-one (181826-62-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium (III) iodide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/jo034451o

Reference yield: 94.0%

methyl 1-phenylprop-2-enyl carbonate (160879-62-9) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime (181826-43-7) → (2S,3S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-phenyl-pent-4-en-1-one (181826-62-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium (III) iodide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/jo034451o

upstream raw materials:

Cinnamyl bromide

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime

Cinnamyl acetate

1-phenyl-2-propenyl acetate

Downstream raw materials:

C₃₀H₃₃NO₅

C₃₀H₃₅NO₈S

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