(-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate

Base Information

• Chemical Name: (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate
• CAS No.: 1370442-74-2
• Molecular Formula: C₂₇H₃₈N₄O₅S
• Molecular Weight: 530.689

Synonyms:

Chemical Property of (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate

There total 17 articles about (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate 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: 59.0%

(-)-(3S,9S,14aR)-9-benzyl-3-(pent-4-enyl)-6,6-dimethyldecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetraone + tiolacetic acid (507-09-5) → (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate (1370442-74-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; for 16h; Irradiation; Inert atmosphere; Reflux;

DOI:10.1021/jo4001492

Reference yield:

Boc-Aib-OH (30992-29-1) → (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate (1370442-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide

2: 5 h

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1002/psc.2392

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (-)-S-{5-[(3S,9S,14aR)-9-benzyl-6,6-dimethyl-1,4,7,10-tetraoxotetradecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecin-3-yl]pentyl} ethanethioate (1370442-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / N,N-dimethyl-formamide

2: 5 h

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1002/psc.2392

upstream raw materials:

cyclo(-L-7-bromo-Ahp-Aib-L-Phe-D-Pro-)

potassium thioacetate

Boc-Aib-OH

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

cyclo [L-2-amino-7-(2-pyridyldithio)heptanoyl-aminoisobutyryl-luaranyl-D-prolyl]

C₂₅H₃₆N₄O₄S

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