(5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione

Base Information

• Chemical Name: (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione
• CAS No.: 863985-22-2
• Molecular Formula: C₃₂H₃₇N₃O₇S
• Molecular Weight: 607.728

Synonyms:(5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione

Chemical Property of (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione

Chemical Property:

Purity/Quality:

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Technology Process of (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione

There total 4 articles about (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-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: 37.0%

(5R,7S)-1,3-dibenzyl-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione (863985-09-5) → (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione (863985-22-2)

Guidance literature:

With 4-methyltetrahydro-1,4-oxazin-3-one; potassium osmate(VI); In water; acetone; at 20 ℃; for 72h;

DOI:10.1021/jo050827h

Reference yield:

(5S)-1,3-dibenzyl-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-azatricyclo[5.2.1.01,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-7-ene-2,4-dione (863984-93-4) → (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione (863985-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium bistrimethylsilylamide / tetrahydrofuran / 1 h / -78 °C

1.2: 90 percent / acetic acid / -78 - 20 °C

2.1: 37 percent / N-methyl morpholine oxide; potassium osmate dihydrate / acetone; H₂O / 72 h / 20 °C

With 4-methyltetrahydro-1,4-oxazin-3-one; potassium osmate(VI); potassium hexamethylsilazane; In tetrahydrofuran; water; acetone;

DOI:10.1021/jo050827h

Reference yield:

benzyl bromide (100-39-0) → (5R,7S,8S,9R)-1,3-dibenzyl-8,9-dihydroxy-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione (863985-22-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: K₂CO₃ / dimethylformamide / 40 °C

1.2: 83 percent / dimethylformamide / 3 h / 40 - 50 °C

2.1: 37 percent / tributylphosphine / benzene

3.1: potassium bistrimethylsilylamide / tetrahydrofuran / 1 h / -78 °C

3.2: 90 percent / acetic acid / -78 - 20 °C

4.1: 37 percent / N-methyl morpholine oxide; potassium osmate dihydrate / acetone; H₂O / 72 h / 20 °C

With 4-methyltetrahydro-1,4-oxazin-3-one; potassium osmate(VI); tributylphosphine; potassium hexamethylsilazane; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1021/jo050827h

upstream raw materials:

(5R,7S)-1,3-dibenzyl-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-azatricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-8-ene-2,4-dione

(5S)-1,3-dibenzyl-7-[(1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3-thio-4-azatricyclo[5.2.1.0^1,5]decane-4-carbonyl]-1,3-diaza-spiro[4.4]non-7-ene-2,4-dione

benzyl bromide

1,3-dibenzyl-5-methyleneimidazolidine-2,4-dione

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