1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

Base Information

• Chemical Name: 1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione
• CAS No.: 181027-09-8
• Molecular Formula: C₁₈H₂₁NO₄S
• Molecular Weight: 347.435

Synonyms:1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

Chemical Property of 1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

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Technology Process of 1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione

There total 1 articles about 1-(10,10-dimethyl-3,3-dioxo-3χ⁶-thia-4-azatricyclo[5.2.1.0^1,5]dec-4-yl)-2-phenylethane-1,2-dione 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: 71.0%

phenylglyoxylyl chloride (25726-04-9) + (2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → 1-(10,10-dimethyl-3,3-dioxo-3χ6-thia-4-azatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (181027-09-8)

Guidance literature:

With sodium hydride; In toluene; 1.) 0 deg C, 10 min; 2.) RT;

DOI:10.1002/hlca.19960790414

Reference yield: 96.0%

(E)-1-Bromo-2-butene (4784-77-4,39616-19-8,29576-14-5) + 1-(10,10-dimethyl-3,3-dioxo-3χ6-thia-4-azatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (181027-09-8) → (2S,3R)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-hydroxy-3-methyl-2-phenyl-pent-4-en-1-one

Guidance literature:

With indium; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/S0040-4039(01)01064-4

Reference yield: 87.0%

allylmagnesium bromide (2622-05-1) + 1-(10,10-dimethyl-3,3-dioxo-3χ6-thia-4-azatricyclo[5.2.1.01,5]dec-4-yl)-2-phenylethane-1,2-dione (181027-09-8) → N-(2-hydroxy-2-allyl-2-phenylacetyloyl)-(2R)-bornane-10,2-sultam

Guidance literature:

With zinc dibromide; In tetrahydrofuran; at -78 ℃; for 0.5h;

upstream raw materials:

phenylglyoxylyl chloride

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

Downstream raw materials:

(R)-1-phenyl-1,2-ethanediol

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