(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

Base Information

Chemical Name:(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester
CAS No.:762252-33-5
Molecular Formula:C₃₂H₃₅N₃O₁₁S
Molecular Weight:669.709
Hs Code.:

(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

Synonyms:(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

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Chemical Property of (10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

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Technology Process of (10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

There total 14 articles about (10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester 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:

: 67-56-1
methanol

: 762252-32-4
(14R,14aR)-13-tert-butyl-14-methyl-1,2,3,5,6,7,8,14,14a-nonahydro-3-oxo-2-hydroxy-6-(2-nitrobenzenesulfonyl)benzo[7,8]azonino[5,4-b]indole-13,14(1H)-dicarboxylate

: 762252-33-5
(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

Guidance literature:: With lead(IV) acetate; In benzene; at 0 ℃; for 0.166667h;
DOI:10.1021/ja046407b

Reference yield:

: 5455-59-4
2-Nitrobenzenesulfonamide

: 762252-33-5
(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: PPh₃; DEAD / toluene / 0.08 h / 20 °C

2.1: DBU / toluene / 3 h / 100 °C

2.2: aq. HCl / tetrahydrofuran / 2.5 h / 50 °C

2.3: 69 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3.1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

4.1: aq. NaHCO₃; mCPBA / CH₂Cl₂ / 0 °C

4.2: 270 mg / aq. HCl / CH₂Cl₂; methanol / 0.08 h / 0 °C

5.1: Pb(OAc)4 / benzene / 0.17 h / 0 °C

With lead(IV) acetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; benzene;
DOI:10.1021/ja046407b

Reference yield:

: 224315-42-8
2-[(1Z)-3-hydroxy-1-propenyl]phenylisothiocyanate

: 762252-33-5
(10R,11R)-9-[1-Methoxycarbonyl-meth-(E)-ylidene]-7-(2-nitro-benzenesulfonyl)-10-(2-oxo-ethyl)-6,7,8,9,10,11-hexahydro-5H-7,12-diaza-cyclonona[a]indene-11,12-dicarboxylic acid 12-tert-butyl ester 11-methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 98 percent / imidazole / CH₂Cl₂ / 0.08 h / 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C

2.2: 71 percent / NaH / tetrahydrofuran / 0 - 20 °C

3.1: 52 percent / Bu₃SnH; Et₃B / toluene; hexane / 0.17 h / 20 °C

4.1: 86 percent / Pd₂(dba)3; P(2-furyl)3 / toluene / 0.33 h / 20 °C

5.1: i-Pr₂NEt / CH₂Cl₂ / 3 h / 20 °C

6.1: LiI / 2,4,6-trimethyl-pyridine / 1 h / 80 °C

7.1: DMAP / acetonitrile / 0.33 h / 20 °C

8.1: NH₄F*HF / dimethylformamide; 1-methyl-pyrrolidin-2-one / 19 h / 20 °C

9.1: PPh₃; DEAD / toluene / 0.08 h / 20 °C

10.1: DBU / toluene / 3 h / 100 °C

10.2: aq. HCl / tetrahydrofuran / 2.5 h / 50 °C

10.3: 69 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

11.1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

12.1: aq. NaHCO₃; mCPBA / CH₂Cl₂ / 0 °C

12.2: 270 mg / aq. HCl / CH₂Cl₂; methanol / 0.08 h / 0 °C

13.1: Pb(OAc)4 / benzene / 0.17 h / 0 °C

With 1H-imidazole; lead(IV) acetate; dmap; ammonium fluoride; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; trifuran-2-yl-phosphane; triethyl borane; hydrogen fluoride; tri-n-butyl-tin hydride; sodium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 2,4,6-trimethyl-pyridine; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja046407b