(1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

Base Information

• Chemical Name: (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione
• CAS No.: 139527-60-9
• Molecular Formula: C₃₀H₄₀BrN₃O₈S
• Molecular Weight: 682.633

Synonyms:(1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

Chemical Property of (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

Chemical Property:

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Technology Process of (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

There total 4 articles about (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-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:

(1R,5S,6R)-6-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-3-[(R)-2-methoxymethoxy-1-(2-methoxy-6-methyl-phenyl)-ethyl]-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione (139527-59-6) → (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione (139527-60-9)

Guidance literature:

With N-Bromosuccinimide; In chloroform; Irradiation;

DOI:10.1021/ja00033a089

Reference yield:

(2S)-N-(acryloyl)bornane-10,2-sultam (119944-89-7) → (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione (139527-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / dioxane / Irradiation

2: 86 percent / i-Pr₂NEt / CH₂Cl₂

3: NBS / CHCl₃ / Irradiation

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; chloroform;

DOI:10.1021/ja00033a089

Reference yield:

3-[(R)-2-Hydroxy-1-(2-methoxy-6-methyl-phenyl)-ethyl]-6-methyl-3,6-diaza-bicyclo[3.1.0]hexane-2,4-dione (139527-57-4) → (1R,5S,6R)-3-[(R)-1-(2-Bromomethyl-6-methoxy-phenyl)-2-methoxymethoxy-ethyl]-6-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione (139527-60-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / dioxane / Irradiation

2: 86 percent / i-Pr₂NEt / CH₂Cl₂

3: NBS / CHCl₃ / Irradiation

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; chloroform;

DOI:10.1021/ja00033a089

upstream raw materials:

(1R,5S,6R)-6-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-3-[(R)-2-methoxymethoxy-1-(2-methoxy-6-methyl-phenyl)-ethyl]-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

(2S)-N-(acryloyl)bornane-10,2-sultam

3-[(R)-2-Hydroxy-1-(2-methoxy-6-methyl-phenyl)-ethyl]-6-methyl-3,6-diaza-bicyclo[3.1.0]hexane-2,4-dione

(1R,5S,6R)-6-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-3-[(R)-2-hydroxy-1-(2-methoxy-6-methyl-phenyl)-ethyl]-8-methyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione

Downstream raw materials:

(2-{(R)-1-[(1R,5S,6R)-6-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-8-methyl-2,4-dioxo-3,8-diaza-bicyclo[3.2.1]oct-3-yl]-2-methoxymethoxy-ethyl}-3-methoxy-benzyl)-triphenyl-phosphonium; bromide

(-)-quinocarcin

4-cyano-6-hydroxymethyl-3,12-imino-7-methoxy-13-methyl-1,2,3,4,6,11,11a,12-octahydroazepino<1,2-b>isoquinoline-1-carboxylic acid

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