((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

Base Information

• Chemical Name: ((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
• CAS No.: 181826-43-7
• Molecular Formula: C₁₉H₂₄N₂O₄S
• Molecular Weight: 376.477

Synonyms:((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

Chemical Property of ((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

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Technology Process of ((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

There total 5 articles about ((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 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: 87.0%

2-[(benzyloxy)imino]-acetyl chloride (77846-07-2) + (2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → ((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)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2007.05.091

Reference yield: 59.0%

methyl 2-(benzyloxyimino)acetate (120104-68-9) + (2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → ((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)

Guidance literature:

With trimethylaluminum; In 1,2-dichloro-ethane; at 80 ℃;

DOI:10.1038/nchem.554

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) → (E)-p-methoxy-cinnamyl alcohol (53484-50-7) + ((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)

Guidance literature:

In chloroform-d1; at 20 ℃; for 48h;

DOI:10.1021/jo034451o

upstream raw materials:

(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

2-[(benzyloxy)imino]-acetyl chloride

(2R)-bornane-10,2-sultam

O-benzylhydoxylamine hydrochloride

Downstream raw materials:

(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

(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

(S)-4-Benzyloxyamino-5-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methylene-5-oxo-pentanoic acid methyl ester

(3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

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