N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide

Base Information

• Chemical Name: N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide
• CAS No.: 221526-54-1
• Molecular Formula: C₂₄H₂₆N₂O₇S₂
• Molecular Weight: 518.612

Synonyms:N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide

Chemical Property of N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide

There total 12 articles about N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide 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: 78.0%

(4aS,8aS)-2-benzenesulfonyl-8a-[(4R)-3-benzenesulfonyl-2,2-dimethyloxazolidin-4-yl]methyl-1,2,3,4,4a,5,6,8a-octahydroisoquinoline-1,6-dione (221526-51-8) → N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.01,6]tetradec-13-yl)-benzenesulfonamide (221526-54-1) + (4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione (221526-53-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 2h; Heating;

DOI:10.1016/S0040-4039(98)80033-6

Reference yield:

1-Benzenesulfonyl-3,4,5,6-tetrahydropyridin-2-one (7744-25-4) → N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.01,6]tetradec-13-yl)-benzenesulfonamide (221526-54-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 73 percent / LiN(TMS)2 / tetrahydrofuran / 11 h / -60 °C

2: LiN(TMS)2 / tetrahydrofuran / 2 h / -60 °C

3: n-Bu₃SnH, AIBN / benzene / 0.5 h / Heating

4: KN(TMS)2 / tetrahydrofuran / -30 °C

5: mCPBA / CH₂Cl₂

6: various solvent(s) / 20 h / 180 °C

7: PPTS / CH₂Cl₂

8: 21 percent / HCl / tetrahydrofuran / 2 h / Heating

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1016/S0040-4039(98)80033-6

Reference yield:

(S)-3-Benzenesulfonyl-2,2-dimethyl-oxazolidine-4-carboxylic acid (637773-08-1) → N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.01,6]tetradec-13-yl)-benzenesulfonamide (221526-54-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 73 percent / LiN(TMS)2 / tetrahydrofuran / 11 h / -60 °C

2: LiN(TMS)2 / tetrahydrofuran / 2 h / -60 °C

3: n-Bu₃SnH, AIBN / benzene / 0.5 h / Heating

4: KN(TMS)2 / tetrahydrofuran / -30 °C

5: mCPBA / CH₂Cl₂

6: various solvent(s) / 20 h / 180 °C

7: PPTS / CH₂Cl₂

8: 21 percent / HCl / tetrahydrofuran / 2 h / Heating

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1016/S0040-4039(98)80033-6

upstream raw materials:

(4aS,8aS)-2-benzenesulfonyl-8a-[(4R)-3-benzenesulfonyl-2,2-dimethyloxazolidin-4-yl]methyl-1,2,3,4,4a,5,6,8a-octahydroisoquinoline-1,6-dione

1-Benzenesulfonyl-3,4,5,6-tetrahydropyridin-2-one

methyl N-benzenesulfonyl-L-serinate

methyl (4S)-3-benzenesulfonyl-2,2-dimethyloxazolidine-4-carboxylate

Downstream raw materials:

(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

C₃₅H₄₈N₂O₆Si

C₃₆H₄₄N₂O₆SSi

3,9-bis-benzenesulfonyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-3,9-diaza-cyclopenta[d]naphthalene-5,10-dione

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