((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone

Base Information

• Chemical Name: ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone
• CAS No.: 454482-56-5
• Molecular Formula: C₁₉H₂₉NO₄S
• Molecular Weight: 367.51

Synonyms:((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone

Chemical Property of ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone

There total 3 articles about ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone 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: 97.0%

(2S,3S)-2-Allyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-hydroxymethyl-3-methyl-hex-5-en-1-one (454482-55-4) → ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone (454482-56-5)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 23h;

DOI:10.1055/s-2002-28511

Reference yield:

(S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-(4-methoxy-benzyloxymethyl)-3-methyl-hex-5-en-1-one (454482-52-1) → ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone (454482-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: KHMDS / tetrahydrofuran; toluene / 1.5 h / -78 °C

1.2: 64 percent / HMPA / tetrahydrofuran; toluene / 1.17 h / -78 °C

2.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 0.75 h

3.1: 97 percent / Grubb's catalyst / CH₂Cl₂ / 23 h / 20 °C

With water; potassium hexamethylsilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1055/s-2002-28511

Reference yield:

(2S,3S)-2-Allyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-5-(4-methoxy-benzyloxymethyl)-3-methyl-hex-5-en-1-one (454482-54-3) → ((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((1S,6S)-4-hydroxymethyl-6-methyl-cyclohex-3-enyl)-methanone (454482-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 0.75 h

2: 97 percent / Grubb's catalyst / CH₂Cl₂ / 23 h / 20 °C

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;

DOI:10.1055/s-2002-28511

upstream raw materials:

(2S,3S)-2-Allyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-hydroxymethyl-3-methyl-hex-5-en-1-one

(S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-(4-methoxy-benzyloxymethyl)-3-methyl-hex-5-en-1-one

(2S,3S)-2-Allyl-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-5-(4-methoxy-benzyloxymethyl)-3-methyl-hex-5-en-1-one

Downstream raw materials:

((1R,3S,4S,6R)-6-Benzyloxymethyl-4-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-methanone

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