N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

Base Information

Chemical Name:N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide
CAS No.:295337-49-4
Molecular Formula:C₄₈H₆₄INO₇SSi
Molecular Weight:954.095
Hs Code.:

<i>N</i>-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-<i>N</i>-[5-(<i>tert</i>-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

Synonyms:N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

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Chemical Property of N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

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Technology Process of N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

There total 6 articles about N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-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: 80.0%

: 295337-47-2
N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-hydroxy-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

: 295337-49-4
N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In toluene; acetonitrile; at 20 ℃; for 10h;
DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

: 194861-23-9
2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran

: 295337-49-4
N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 16 h / 75 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C

4.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 4 h / 20 °C

4.2: DDQ / 22; 15 / 4 h / 20 °C

5.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 10 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; iodine; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile; 1.1: Etherification / 2.1: Mitsunobu reaction / 3.1: Reduction / 4.1: Condensation / 4.2: deprotection / 5.1: Iodination;
DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

: 294844-18-1
(S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-(toluene-4-sulfonylamino)-propionic acid methyl ester

: 295337-49-4
N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-(4-iodo-butoxymethyl)-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 20 °C

3.1: 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 4 h / 20 °C

3.2: DDQ / 22; 15 / 4 h / 20 °C

4.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 10 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; iodine; silver trifluoromethanesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 1.1: Mitsunobu reaction / 2.1: Reduction / 3.1: Condensation / 3.2: deprotection / 4.1: Iodination;
DOI:10.1016/S0040-4039(00)00710-3