(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate

Base Information

• Chemical Name: (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate
• CAS No.: 1351859-97-6
• Molecular Formula: C₃₇H₅₁NO₄S
• Molecular Weight: 605.882
• Mol file: 1351859-97-6.mol

Synonyms:(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate

Chemical Property of (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate

There total 1 articles about (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate 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: 94.0%

n-dodecanoyl chloride (112-16-3) + (1S,2R)-2-[N-benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol (187324-64-7) → (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate (1351859-97-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1002/anie.201102965

Reference yield: 40.0%

(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate (1351859-97-6) + 5-(3-(methyl(pent-4-ynyl)amino)propylthio)pentanal (1351669-48-1) → (S)-((1S,2R)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 2-((S)-1-hydroxy-5-(3-(methyl(pent-4-ynyl)amino)propylthio)pentyl)dodecanoate

Guidance literature:

(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate; With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane; at -78 ℃; for 2h;

5-(3-(methyl(pent-4-ynyl)amino)propylthio)pentanal; In hexane; dichloromethane; at -78 - 20 ℃; for 4h;

DOI:10.1002/anie.201102967

Reference yield:

5-(3-(dimethylamino)propylthio)pentanal (1351669-45-8) + (1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate (1351859-97-6) → (S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((R)-5-(3-dimethylaminopropylthio)-1-hydroxypentyl)dodecanoate + (S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((S)-5-(3-dimethylaminopropylthio)-1-hydroxypentyl)dodecanoate (1351860-07-5)

Guidance literature:

(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl dodecanoate; With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In hexane; dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

5-(3-(dimethylamino)propylthio)pentanal; In hexane; dichloromethane; at -78 - 0 ℃; for 2.16667h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/anie.201102965

upstream raw materials:

n-dodecanoyl chloride

(1S,2R)-2-[N-benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol

Downstream raw materials:

(S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((S)-3-(3-dimethylaminopropylthio)-1-hydroxypropyl)dodecanoate

(S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((S)-4-(3-dimethylaminopropylthio)-1-hydroxybutyl)dodecanoate

(S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((S)-5-(3-dimethylaminopropylthio)-1-hydroxypentyl)dodecanoate

(S)-(1S,2R)-2-(N-benzyl-N-mesitylsulfonylamino)-1-phenylpropyl 2-((S)-6-(3-dimethylaminopropylthio)-1-hydroxyhexyl)dodecanoate