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

Base Information

• Chemical Name: methyl (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-carboxylate
• CAS No.: 488097-10-5
• Molecular Formula: C₄₀H₃₄N₂O₇S
• Molecular Weight: 686.785
• Mol file: 488097-10-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about methyl (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-carboxylate 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: 72.0%

methyl (2S,3S)-3-[N-[1-benzenesulfonyl-4-methoxy-4-oxo-(2,3)-[N-(9-phenylfluoren-9-yl)aziridino]butyl]amino]-5-methoxymethoxy-4-methylbenzoate (125229-22-3) → methyl (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-carboxylate (488097-10-5)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -20 - 3 ℃; for 2h;

DOI:10.1021/jo0206521

Reference yield:

benzene-sulfonic acid monohydrate (26158-00-9,5928-72-3) → methyl (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-carboxylate (488097-10-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / thionyl chloride / benzene / 3 h / Heating

2: 76 percent / pyridine / 14 h / 65 °C

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

With pyridine; thionyl chloride; potassium hexamethylsilazane; In tetrahydrofuran; benzene;

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 → methyl (3S,4S)-1-benzenesulfonyl-7-methoxymethoxy-5-oxo-(3,4)-[N-(9-phenylfluoren-9-yl)aziridino]-1,2,3,4,5,6-hexahydrobenzo[1,2-b]azocin-9-carboxylate (488097-10-5)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; potassium phosphate; lead(II) nitrate; hydrogen; potassium hexamethylsilazane; 10percent Pd/C; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jo0206521

upstream raw materials:

methyl (2S,3S)-3-[N-[1-benzenesulfonyl-4-methoxy-4-oxo-(2,3)-[N-(9-phenylfluoren-9-yl)aziridino]butyl]amino]-5-methoxymethoxy-4-methylbenzoate

benzenesulfonic anhydride

9-bromo-9-phenyl-9H-fluorene

benzene-sulfonic acid monohydrate

Downstream raw materials:

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

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

C₄₄H₄₂N₂O₈S

C₄₄H₄₂N₂O₈S