(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

Base Information

Chemical Name:(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde
CAS No.:488097-11-6
Molecular Formula:C₃₉H₃₂N₂O₆S
Molecular Weight:656.759
Hs Code.:

Synonyms:(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

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Chemical Property of (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

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Technology Process of (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

There total 9 articles about (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde 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: 94.0%

: (3S,4S)-1-benzenesulfonyl-5-hydroxy-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-methanol

: 488097-11-6
(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

Guidance literature:: (3S,4S)-1-benzenesulfonyl-5-hydroxy-7-methoxymethoxy-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 3h;

With triethylamine; In dichloromethane; at -78 ℃; for 0.166667h; Further stages.;
DOI:10.1021/jo0206521

Reference yield:

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

: 488097-11-6
(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

Guidance literature:: Multi-step reaction with 5 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

With pyridine; lithium aluminium tetrahydride; thionyl chloride; oxalyl dichloride; potassium hexamethylsilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; benzene; 5.1: Swern oxidation;
DOI:10.1021/jo0206521

Reference yield:

: methyl (3S)-3-[N-[3-[N-(benzyloxycarbonyl)amino]-2-hydroxy-4-methoxy-4-oxobutyl]amino]-5-methoxymethoxy-4-methylbenzoate

: 488097-11-6
(3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[b]azocine-9-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / 10percent Pd/C / methanol / 20 °C

2.1: K₃PO₄; Pb(NO₃)2 / acetonitrile / 36 h / 20 °C

2.2: 16.26 g / hydrochloric acid / methanol; H₂O / 1 h / Heating

3.1: 76 percent / pyridine / 14 h / 65 °C

4.1: 72 percent / KHMDS / tetrahydrofuran / 2 h / -20 - 3 °C

5.1: 97 percent / LiAlH₄ / tetrahydrofuran / 0.33 h

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

6.2: 94 percent / triethylamine / CH₂Cl₂ / 0.17 h / -78 °C

With pyridine; potassium phosphate; lithium aluminium tetrahydride; lead(II) nitrate; oxalyl dichloride; hydrogen; potassium hexamethylsilazane; dimethyl sulfoxide; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 6.1: Swern oxidation;
DOI:10.1021/jo0206521