(1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

Base Information

Chemical Name:(1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione
CAS No.:79355-33-2
Molecular Formula:C₂₂H₂₃ClN₂O₅S₂
Molecular Weight:495.02
Hs Code.:

(1<i>RS</i>)-6-((1<i>SR</i>)-6<i>t</i>-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-<i>r</i>-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

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Chemical Property of (1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

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Technology Process of (1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

There total 26 articles about (1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-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:

: 57078-21-4
oxepine-4-carboxylic acid tert-butyl ester

: 79355-33-2,79355-34-3
(1RS)-6-((1SR)-6t-acetoxy-2-chloromethyl-cyclohexa-2,4-dien-r-yl)-3ξ-(4-methoxy-phenyl)-8-methyl-2,4-dithia-6,8-diaza-bicyclo[3.2.2]nonane-7,9-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 2NMe₃>OH / dimethylsulfoxide

2: Py

3: (i) CF₃CO₂H, (ii) ClCO₂Et, Et₃N, CH₂Cl₂, (iii) NaBH₄, MeOH, CH₂Cl₂

4: (i) MeSO₂Cl, Et₃N, CH₂Cl₂, (ii) LiCl, DMF

With pyridine; N-benzyl-trimethylammonium hydroxide; In dimethyl sulfoxide;
DOI:10.1021/ja00437a063

Reference yield:

: 5625-52-5
1-methylpiperazin-2,5-dione

: 79355-33-2,79355-34-3
Acetic acid (1S,6S)-5-chloromethyl-6-[(1R,3R,5R)-3-(4-methoxy-phenyl)-8-methyl-7,9-dioxo-2,4-dithia-6,8-diaza-bicyclo[3.2.2]non-6-yl]-cyclohexa-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 74.6 percent / K-t-butoxide / 2-methyl-propan-2-ol / 0.17 h / 0 °C

2: NBS, benzoylperoxide / CCl₄ / 1 h / Heating

3: CH₂Cl₂ / Ambient temperature

4: HCl / methanol / 0.67 h / 50 °C

5: BF₃-etherate / CH₂Cl₂ / Ambient temperature

6: conc. HCl / ethanol / 0.75 h / Heating

7: Triton B / CH₂Cl₂ / 0.5 h / Ambient temperature

8: 97.4 percent / pyridine / 1 h / Ambient temperature

9: TFA / 0.13 h / Ambient temperature

10: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

11: NaBH₄ / methanol; CH₂Cl₂ / 0.17 h / 0 °C

12: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

13: LiCl / dimethylformamide / 0.25 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; Perbenzoic acid; boron trifluoride diethyl etherate; potassium tert-butylate; triethylamine; trifluoroacetic acid; lithium chloride; N-benzyl-trimethylammonium hydroxide; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)97960-8

Reference yield:

: 79247-68-0
1-Methoxymethyl-4-methyl-piperazine-2,5-dione

: 79355-33-2,79355-34-3
Acetic acid (1S,6S)-5-chloromethyl-6-[(1R,3R,5R)-3-(4-methoxy-phenyl)-8-methyl-7,9-dioxo-2,4-dithia-6,8-diaza-bicyclo[3.2.2]non-6-yl]-cyclohexa-2,4-dienyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: NBS, benzoylperoxide / CCl₄ / 1 h / Heating

2: CH₂Cl₂ / Ambient temperature

3: HCl / methanol / 0.67 h / 50 °C

4: BF₃-etherate / CH₂Cl₂ / Ambient temperature

5: conc. HCl / ethanol / 0.75 h / Heating

6: Triton B / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 97.4 percent / pyridine / 1 h / Ambient temperature

8: TFA / 0.13 h / Ambient temperature

9: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

10: NaBH₄ / methanol; CH₂Cl₂ / 0.17 h / 0 °C

11: Et₃N / CH₂Cl₂ / 0.17 h / Ambient temperature

12: LiCl / dimethylformamide / 0.25 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; N-Bromosuccinimide; Perbenzoic acid; boron trifluoride diethyl etherate; triethylamine; trifluoroacetic acid; lithium chloride; N-benzyl-trimethylammonium hydroxide; In methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)97960-8