(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

Base Information

Chemical Name:(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one
CAS No.:488097-16-1
Molecular Formula:C₄₄H₄₂N₂O₇S
Molecular Weight:742.893
Hs Code.:

(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

Synonyms:(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

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Chemical Property of (3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

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Technology Process of (3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

There total 12 articles about (3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one 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%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 488097-12-7
(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

: 488097-16-1
(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

Guidance literature:: formaldehyd; With N-benzyl-trimethylammonium hydroxide; In methanol; dimethyl sulfoxide; at 20 ℃;

(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one; In methanol; dimethyl sulfoxide; at 65 ℃; for 1.5h; Further stages.;
DOI:10.1021/jo0206521

Reference yield: 82.0%

: 488097-27-4
C₄₄H₄₂N₂O₈S

: 488097-16-1
(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

: 3-benzenesulfonyl-5-diethoxymethyl-8-hydroxymethyl-7-methoxymethoxy-1-(9-phenyl-9H-fluoren-9-yl)-1,1a,2,3,8,9a-hexahydro-1,3-diaza-benzo[a]cyclopropa[e]cycloocten-9-one

Guidance literature:: With samarium diiodide; In tetrahydrofuran; methanol; at -78 ℃; for 0.166667h;
DOI:10.1021/jo0206521

Reference yield:

: 26158-00-9,5928-72-3
benzene-sulfonic acid monohydrate

: 488097-16-1
(3S,4S)-1-benzenesulfonyl-9-diethoxymethyl-7-methoxymethoxy-6-methylene-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-2,3,4,6-tetrahydro-1H-benzo[1,2-b]azocin-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / thionyl chloride / benzene / 3 h / Heating

2.1: 76 percent / pyridine / 14 h / 65 °C

3.1: 72 percent / KHMDS / tetrahydrofuran / 2 h / -20 - 3 °C

4.1: 97 percent / LiAlH₄ / tetrahydrofuran / 0.33 h

5.1: oxalyl chloride; DMSO / CH₂Cl₂ / 3 h / -78 °C

5.2: 94 percent / triethylamine / CH₂Cl₂ / 0.17 h / -78 °C

6.1: 93 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 5 h / 20 °C

7.1: Triton B / dimethylsulfoxide; methanol / 20 °C

7.2: 97 percent / dimethylsulfoxide; methanol / 1.5 h / 65 °C

With pyridine; lithium aluminium tetrahydride; thionyl chloride; oxalyl dichloride; N-benzyl-trimethylammonium hydroxide; potassium hexamethylsilazane; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; benzene; 5.1: Swern oxidation;
DOI:10.1021/jo0206521