5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide

Base Information

• Chemical Name: 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide
• CAS No.: 949908-40-1
• Molecular Formula: C₂₆H₄₁N₃O₅S₂
• Molecular Weight: 539.761
• Mol file: 949908-40-1.mol

Synonyms:

Chemical Property of 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide

There total 6 articles about 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide 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:

(S)-2-Amino-N-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethyl]-3-methyl-butyramide (949908-38-7) + Thioctic acid (1077-28-7,62-46-4) → 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide (949908-40-1)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

tert-butyl (S)-(1-(methoxy(methyl)amino)-3-(4-methoxyphenyl)-1-oxopropan-2-yl)carbamate (139183-59-8) → 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide (949908-40-1)

Guidance literature:

Multi-step reaction with 5 steps

1: LiALH₄ / diethyl ether / 0 °C

2: CH₂Cl₂ / 20 °C

3: TFA / CH₂Cl₂ / 0 - 20 °C

4: Et₃N / CH₂Cl₂ / 20 °C

5: HBTU; DIPEA / dimethylformamide / 0 - 20 °C

With lithium aluminium tetrahydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 2: Passerini reaction;

DOI:10.1016/j.bmcl.2005.08.064

Reference yield:

(S)-2-Amino-3-methyl-butyric acid (S)-2-amino-1-ethylcarbamoyl-3-(4-methoxy-phenyl)-propyl ester → 5-[1,2]Dithiolan-3-yl-pentanoic acid {(S)-1-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethylcarbamoyl]-2-methyl-propyl}-amide (949908-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 20 °C

2: HBTU; DIPEA / dimethylformamide / 0 - 20 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.08.064

upstream raw materials:

(S)-2-Amino-N-[(S)-2-ethylcarbamoyl-2-hydroxy-1-(4-methoxy-benzyl)-ethyl]-3-methyl-butyramide

Thioctic acid

tert-butyl (S)-(1-(methoxy(methyl)amino)-3-(4-methoxyphenyl)-1-oxopropan-2-yl)carbamate

O-methyl-N-tert-butoxycarbonyl-L-tyrosine