(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

Base Information

Chemical Name:(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester
CAS No.:898530-64-8
Molecular Formula:C₃₄H₃₀BrN₃O₁₀S
Molecular Weight:752.596
Hs Code.:

Synonyms:(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

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Chemical Property of (Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

There total 11 articles about (Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid 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: 84.0%

: 898530-63-7
benzyl 2-(((benzyloxy)carbonyl)amino)-2-(dimethoxyphosphoryl)acetate

: 898530-76-2
N-(o-nitrobenzenesulfonyl)-4-formyl-5-bromo-6,7-dimethoxyindoline

: 898530-64-8
(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

Guidance literature:: With N,N,N',N'-tetramethylguanidine; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/ja0619455

Reference yield:

: 898530-59-1
5,8-dibromo-3,4-dihydro-6,7-dimethoxyisoquinoline

: 898530-64-8
(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 1.08 h / 0 - 20 °C

2: aq. sodium bicarbonate / tetrahydrofuran / 0.5 h / 20 °C

3: 425.5 mg / sodium borohydride / methanol / 1 h / 0 - 20 °C

4: copper iodide; cesium acetate / dimethylsulfoxide / 24 h / 80 °C

5: 9.75 g / 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

6: 84 percent / 1,1,3,3-tetramethylguanidine / CH₂Cl₂ / 6 h / 20 °C

With sodium tetrahydroborate; copper(l) iodide; 4 A molecular sieve; cesium acetate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N,N,N',N'-tetramethylguanidine; tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 6: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja0619455

Reference yield:

: 898530-75-1
5,8-dibromo-1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline

: 898530-64-8
(Z)-3-[N-(o-nitrobenzenesulfonyl)-5-bromo-6,7-dimethoxyindolin-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 18.16 g / manganese oxide / CH₂Cl₂ / 18 h / 20 °C

2: tetrahydrofuran / 1.08 h / 0 - 20 °C

3: aq. sodium bicarbonate / tetrahydrofuran / 0.5 h / 20 °C

4: 425.5 mg / sodium borohydride / methanol / 1 h / 0 - 20 °C

5: copper iodide; cesium acetate / dimethylsulfoxide / 24 h / 80 °C

6: 9.75 g / 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

7: 84 percent / 1,1,3,3-tetramethylguanidine / CH₂Cl₂ / 6 h / 20 °C

With manganese oxide; sodium tetrahydroborate; copper(l) iodide; 4 A molecular sieve; cesium acetate; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N,N,N',N'-tetramethylguanidine; tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; 7: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/ja0619455