methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

Base Information

Chemical Name:methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate
CAS No.:766543-59-3
Molecular Formula:C₅₆H₈₅NO₇Si
Molecular Weight:912.379
Hs Code.:

methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

Synonyms:methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

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Chemical Property of methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

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Technology Process of methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

There total 4 articles about methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate 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: 95.0%

: 766543-54-8
methyl 2-(3'-tert-butoxycarbonylamino-5'-iodophenyl)acetate

: 766543-55-9
13-[3'-(tert-butyldimethylsilyloxy)-17'β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1',3',5'(10')-trien-16'β-yl]-tridecyne

: 766543-59-3
methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

Guidance literature:: With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 40 ℃; for 3h;
DOI:10.1021/ol048820u

Reference yield:

: (3-tert-butoxycarbonylamino-5-iodo-phenyl)-acetic acid

: 766543-59-3
methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 3.4 g / methanol; hexane / 0.17 h / 0 °C

2: 95 percent / CuI; Et₃N / Pd(PPh₃)4 / benzene / 3 h / 40 °C

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; hexane; benzene; 2: Sonogashira coupling;
DOI:10.1021/ol048820u

Reference yield:

: 12-[(8R,9S,13S,14S,16S,17S)-3-(tert-Butyl-dimethyl-silanyloxy)-13-methyl-17-(tetrahydro-pyran-2-yloxy)-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-16-yl]-dodecanal

: 766543-59-3
methyl 2-{3'-(tert-butoxycarbonylamino)-5'-[13''-(3'''-(tert-butyldimethylsilyloxy)-17'''β-(tetrahydro-2H-pyran-2-yl-oxy)-estra-1''',3''',5'''(10''')-trien-16'''β-yl)-tridecynyl]-phenyl}-acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 1.56 g / tetrahydrofuran; hexane / 3 h / 70 °C

2.1: 95 percent / CuI; Et₃N / Pd(PPh₃)4 / benzene / 3 h / 40 °C

With copper(l) iodide; triethylamine; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; benzene; 2.1: Sonogashira coupling;
DOI:10.1021/ol048820u