methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate

Base Information

• Chemical Name: methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate
• CAS No.: 866467-73-4
• Molecular Formula: C₂₇H₂₈N₂O₃S₂
• Molecular Weight: 492.663
• Mol file: 866467-73-4.mol

Synonyms:methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate

Chemical Property of methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate

There total 6 articles about methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)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: 93.0%

methyl ({[(4R)-1,3-dibenzyl-5-methoxy-2-oxo-imidazolidin-4-yl]methyl}thio)acetate (866467-72-3) + thiophenol (108-98-5) → methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate (866467-73-4)

Guidance literature:

With toluene-4-sulfonic acid; at 0 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2005.07.070

Reference yield:

(3S,7aR)-6-benzyl-7-hydroxy-3-phenyltetrahydro-5H-imidazo[1,5-c][1,3]thiazol-5-one (848302-22-7) → methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate (866467-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / p-TSA / methanol / 0.17 h / 20 °C

2.1: tri-n-butyltin hydride; AIBN / benzene / 0.5 h / Heating

2.2: 80 percent / anhydrous potassium carbonate / acetone / 20 °C

3.1: 93 percent / p-TSA / 0.08 h / 0 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; In methanol; benzene;

DOI:10.1016/j.tet.2005.07.070

Reference yield:

(3S,7aR)-6-benzyl-3-phenyldihydro-3H,5H-imidazo[1,5-c]thiazole-5,7(6H)-dione (112878-92-9) → methyl ({[(4S)-1,3-dibenzyl-2-oxo-5-(phenylthio)-imidazolidin-4-yl]methyl}thio)acetate (866467-73-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / sodium borohydride / methanol / 0 - 20 °C

2.1: 99 percent / p-TSA / methanol / 0.17 h / 20 °C

3.1: tri-n-butyltin hydride; AIBN / benzene / 0.5 h / Heating

3.2: 80 percent / anhydrous potassium carbonate / acetone / 20 °C

4.1: 93 percent / p-TSA / 0.08 h / 0 °C

With sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; In methanol; benzene;

DOI:10.1016/j.tet.2005.07.070

upstream raw materials:

methyl ({[(4R)-1,3-dibenzyl-5-methoxy-2-oxo-imidazolidin-4-yl]methyl}thio)acetate

thiophenol

(3S,7aR)-6-benzyl-7-hydroxy-3-phenyltetrahydro-5H-imidazo[1,5-c][1,3]thiazol-5-one

(3S,7aR)-6-benzyl-3-phenyldihydro-3H,5H-imidazo[1,5-c]thiazole-5,7(6H)-dione

Downstream raw materials:

1,3-dibenzyl-2-oxo-5-(4-tert-butyldimethylsilyloxy-2-thiabut-3-enyl)-4-phenylthioimidazolidine

N,N'-dibenzylbiotin methyl ester

(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-carbaldehyde

biotin