1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]

Base Information

• Chemical Name: 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]
• CAS No.: 913262-32-5
• Molecular Formula: C₅₃H₇₈Cl₆N₄O₁₆Si₂
• Molecular Weight: 1296.11
• Mol file: 913262-32-5.mol

Synonyms:1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]

Chemical Property of 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]

There total 7 articles about 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine] 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: 99.0%

1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-(5-methoxy-2-amino-1,4-phenylene)carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine] (913262-31-4) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine] (913262-32-5)

Guidance literature:

With pyridine; In dichloromethane; at -10 - 20 ℃; for 16h;

Reference yield:

(2S,4R)-N-(benzyloxycarbonyl)-2-t-butyldimethylsilyloxymethyl-4-oxyacetylpyrrolidine (864755-02-2) → 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine] (913262-32-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 2327.23 Torr

2: triethylamine / tetrahydrofuran / 16 h / 0 - 20 °C

3: hydrogen / palladium 10% on activated carbon / ethyl acetate / 24 h / 1551.49 Torr

4: pyridine / dichloromethane / 16 h / -10 - 20 °C

With pyridine; hydrogen; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

Reference yield:

benzyl (2S,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxypyrrolidine-1-carboxylate (260417-93-4) → 1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine] (913262-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / dmap / tetrahydrofuran / 16 h

2: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 2327.23 Torr

3: triethylamine / tetrahydrofuran / 16 h / 0 - 20 °C

4: hydrogen / palladium 10% on activated carbon / ethyl acetate / 24 h / 1551.49 Torr

5: pyridine / dichloromethane / 16 h / -10 - 20 °C

With pyridine; hydrogen; triethylamine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;

upstream raw materials:

1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-(5-methoxy-2-amino-1,4-phenylene)carbonyl]]bis[2-(tert-butyldimethylsilyloxymethyl)-4-hydroxyacetylpyrrolidine]

2,2,2-Trichloroethyl chloroformate

(2S,4R)-2-t-butyldimethylsilyloxymethyl-4-oxyacetylpyrrolidine

(2S,4R)-N-(benzyloxycarbonyl)-2-t-butyldimethylsilyloxymethyl-4-oxyacetylpyrrolidine

Downstream raw materials:

1,1'-[[(pentane-1,5-diyl)dioxy]bis[(2S,4R)-[5-methoxy-1,4-phenylene-2-(2,2,2-trichloroethoxycarbonylamino)]carbonyl]]bis[2-hydroxymethyl-4-hydroxyacetylpyrrolidine]