((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester
• CAS No.: 97731-61-8
• Molecular Formula: C₄₂H₆₀N₈O₉S₃
• Molecular Weight: 917.185

Synonyms:((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester

Chemical Property of ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester

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Technology Process of ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester

There total 6 articles about ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl 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: 83.0%

N-t-Boc-(S-Acm)Cys-(S-Acm)Cys-Phe-Phe-Gly-Leu-Met-NH2 (97721-56-7) → ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester (97731-61-8)

Guidance literature:

With iodine; In methanol; for 0.5h; Ambient temperature;

DOI:10.1021/jm00148a029

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine-L-phenylalanine-glycine (82816-76-0) → ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester (97731-61-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF, 0 deg C, 0.5 h, 2.) DMF, a) 0 deg C, 2 h, b)RT, 24 h

2: 1.7N aq. HCl, CH₃COOH / 0.75 h / 20 °C

3: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 22 h

4: 1.7N aq. HCl, CH₃COOH

5: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 24 h

6: 83 percent / I₂ / methanol / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; iodine; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1021/jm00148a029

Reference yield:

L-phenylalanyl-L-phenylalanylglycyl-L-leucyl-L-methionine carboxamide hydrochloride (55572-15-1) → ((4R,7R)-4-{(S)-1-[(S)-1-({[(S)-1-((S)-1-Carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethylcarbamoyl}-6-oxo-[1,2,5]dithiazocan-7-yl)-carbamic acid tert-butyl ester (97731-61-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 22 h

2: 1.7N aq. HCl, CH₃COOH

3: 1.) 1-hydroxybenzotriazole (HOBt), dicyclohexylcarbodiimide (DCC), 2.) N-methylmorpholine (NMM) / 1.) DMF a) -4 deg C, 20 min, b) RT, 15 min, 2.) DMF, RT, 24 h

4: 83 percent / I₂ / methanol / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; iodine; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1021/jm00148a029

upstream raw materials:

N-t-Boc-(S-Acm)Cys-(S-Acm)Cys-Phe-Phe-Gly-Leu-Met-NH₂

N-tert-butoxycarbonyl-L-phenylalanine-L-phenylalanine-glycine

N-t-Boc-Phe-Phe-Gly-Leu-Met-NH₂

L-phenylalanyl-L-phenylalanylglycyl-L-leucyl-L-methionine carboxamide hydrochloride

Downstream raw materials:

(4R,7R)-7-Amino-6-oxo-[1,2,5]dithiazocane-4-carboxylic acid {(S)-1-[(S)-1-({[(S)-1-((S)-1-carbamoyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butylcarbamoyl]-methyl}-carbamoyl)-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-amide

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