5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester

Base Information

• Chemical Name: 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester
• CAS No.: 866467-80-3
• Molecular Formula: C₂₆H₃₂N₂O₆S₂
• Molecular Weight: 532.682

Synonyms:5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester

Chemical Property of 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester

There total 14 articles about 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester 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:

methyl 5-[(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-5-hydroxypentanoate (866467-76-7) + methanesulfonyl chloride (124-63-0) → 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester (866467-80-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

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) → 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester (866467-80-3)

Guidance literature:

Multi-step reaction with 12 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

5.1: 78 percent / DIBAL-H / toluene / 2 h / -78 °C

6.1: 80 percent / DBU / CH₂Cl₂ / 0.5 h / Heating

7.1: 53 percent / tri-n-butyltin hydride; AIBN / benzene / 4 h / Heating

8.1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

9.1: 61 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

10.1: magnesium / tetrahydrofuran / 0.75 h / Heating

10.2: tetrahydrofuran / -16 - -14 °C

10.3: tetrahydrofuran / 1 h

11.1: 0.176 g / 0.25 h

12.1: triethyl amine / CH₂Cl₂ / 3 h / 20 °C

With sodium tetrahydroborate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene; 9.1: Swern oxidation;

DOI:10.1016/j.tet.2005.07.070

Reference yield:

(3S,7aR)-6-benzyl-7-methoxy-3-phenyltetrahydro-5H-imidazo[1,5-c][1,3]thiazol-5-one (866467-71-2) → 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester (866467-80-3)

Guidance literature:

Multi-step reaction with 10 steps

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

1.2: 80 percent / anhydrous potassium carbonate / acetone / 20 °C

2.1: 93 percent / p-TSA / 0.08 h / 0 °C

3.1: 78 percent / DIBAL-H / toluene / 2 h / -78 °C

4.1: 80 percent / DBU / CH₂Cl₂ / 0.5 h / Heating

5.1: 53 percent / tri-n-butyltin hydride; AIBN / benzene / 4 h / Heating

6.1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

7.1: 61 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

8.1: magnesium / tetrahydrofuran / 0.75 h / Heating

8.2: tetrahydrofuran / -16 - -14 °C

8.3: tetrahydrofuran / 1 h

9.1: 0.176 g / 0.25 h

10.1: triethyl amine / CH₂Cl₂ / 3 h / 20 °C

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; toluene; benzene; 7.1: Swern oxidation;

DOI:10.1016/j.tet.2005.07.070

upstream raw materials:

methyl 5-[(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-5-hydroxypentanoate

methanesulfonyl chloride

(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:

methyl (5Z)-5-[(3aS,6aR)-1,3-dibenzyl-2-oxohexahydro-4H-thieno[3,4-d]imidazol-4-ylidene]pentanoate

biotin

N,N'-dibenzylbiotin methyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 866467-80-3 5-((3aR,6S,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-methanesulfonyloxy-pentanoic acid methyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send