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

Base Information

• Chemical Name: 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
• CAS No.: 295337-47-2
• Molecular Formula: C₄₈H₆₅NO₈SSi
• Molecular Weight: 844.198
• Mol file: 295337-47-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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: 87.0%

N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-hydroxymethyl-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide (295337-92-7) → 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 (295337-47-2)

Guidance literature:

N-[2-(6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-1-hydroxymethyl-ethyl]-N-[5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-4-methyl-benzenesulfonamide; I(CH₂)4OPMB; With 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 4h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran (194861-23-9) → 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 (295337-47-2)

Guidance literature:

Multi-step reaction with 4 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

With lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; pyridinium p-toluenesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; 1.1: Etherification / 2.1: Mitsunobu reaction / 3.1: Reduction / 4.1: Condensation / 4.2: deprotection;

DOI:10.1016/S0040-4039(00)00710-3

Reference yield:

(S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-(toluene-4-sulfonylamino)-propionic acid methyl ester (294844-18-1) → 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 (295337-47-2)

Guidance literature:

Multi-step reaction with 3 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

With lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; silver trifluoromethanesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1.1: Mitsunobu reaction / 2.1: Reduction / 3.1: Condensation / 3.2: deprotection;

DOI:10.1016/S0040-4039(00)00710-3

upstream raw materials:

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

2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran

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

(S)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-propionic acid methyl ester

Downstream raw materials:

2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester

2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-chloro-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester

2-(4-{(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-[((E)-5-hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-propoxy}-butyl)-malonic acid dimethyl ester

(E)-(R)-3-(6-Benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-4-(toluene-4-sulfonyl)-1-oxa-4-aza-cyclotetradec-7-ene-10,10-dicarboxylic acid dimethyl ester