(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-(4-methoxy-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-(4-methoxy-phenyl)-pent-4-en-1-one
• CAS No.: 605661-98-1
• Molecular Formula: C₂₉H₃₆N₂O₅S
• Molecular Weight: 524.681

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-(4-methoxy-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-(4-methoxy-phenyl)-pent-4-en-1-one

Chemical Property:

Purity/Quality:

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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-(4-methoxy-phenyl)-pent-4-en-1-one

There total 1 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-(4-methoxy-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: 90.0%

((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) + carbonic acid 1-(4-methoxy-phenyl)-allyl ester methyl ester → (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-(4-methoxy-phenyl)-pent-4-en-1-one (605661-98-1)

Guidance literature:

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

DOI:10.1021/jo034451o

Reference yield:

(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-(4-methoxy-phenyl)-pent-4-en-1-one (605661-98-1) → (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:

Multi-step reaction with 2 steps

1: CDCl₃ / 48 h / 20 °C

2: 95 percent / Pd(PPh₃)4; indium iodide / tetrahydrofuran; H₂O / 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium (III) iodide; In tetrahydrofuran; chloroform-d1; water;

DOI:10.1021/jo034451o

Reference yield:

(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-(4-methoxy-phenyl)-pent-4-en-1-one (605661-98-1) → (3aS,6R,7aR)-1,4,5,6,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-5-phenyl-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:

Multi-step reaction with 2 steps

1: CDCl₃ / 48 h / 20 °C

2: 85 percent / Pd(PPh₃)4; indium iodide / tetrahydrofuran / 20 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium (III) iodide; In tetrahydrofuran; chloroform-d1;

DOI:10.1021/jo034451o

upstream raw materials:

((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

Downstream raw materials:

(E)-p-methoxy-cinnamyl alcohol

((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

(S)-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)-3,3-dimethyl-pent-4-en-1-one

(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

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