N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester
• CAS No.: 75816-42-1
• Molecular Formula: C₃₀H₄₅N₅O₉S
• Molecular Weight: 651.781

Synonyms:N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester

Chemical Property of N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester

Chemical Property:

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Technology Process of N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester

There total 9 articles about N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-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: 35.0%

Nα-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucine L-hemilanthionine α'-methyl ester hydrochloride (75816-41-0) → Nα-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester (75816-42-1)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃; for 96h;

Reference yield:

Z-Ser-Leu-OBut (28252-48-4) → Nα-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester (75816-42-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) hydrogen, 2.) 0.4N-hydrogen chloride / 1.) 10percent palladium-charcoal / 1.) 1percent acetic acid in methanol, 2.5 h, 2.) methanol, -15 deg C

2: 90 percent / triethylamine / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h

3: 1.) hydrogen, 2.) 0.4N-hydrogene chloride in methanol / 1.) 10percent palladium-charcoal / 1.) 1percent acetic acid in methanol, 2.5 h, 2.) -15 deg C

4: 70 percent / triethylamine / dimethylformamide / 12 h / Ambient temperature

5: 96 percent / 1N hydrogen chloride in methanol / 0.5 h / Ambient temperature

6: 70 percent / 95percent trifluoroacetic acid / 0.67 h / Ambient temperature

7: 35 percent / dicyclohexylcarbodi-imide, N-hydroxysuccinimide / dimethylformamide / 96 h / 4 °C

With hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

N-Cbz-L-Isoleucine (3160-59-6) → Nα-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester (75816-42-1)

Guidance literature:

Multi-step reaction with 7 steps

1: N-methylmorpholine / tetrahydrofuran / 0.17 h / -15 °C

2: 90 percent / triethylamine / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h

3: 1.) hydrogen, 2.) 0.4N-hydrogene chloride in methanol / 1.) 10percent palladium-charcoal / 1.) 1percent acetic acid in methanol, 2.5 h, 2.) -15 deg C

4: 70 percent / triethylamine / dimethylformamide / 12 h / Ambient temperature

5: 96 percent / 1N hydrogen chloride in methanol / 0.5 h / Ambient temperature

6: 70 percent / 95percent trifluoroacetic acid / 0.67 h / Ambient temperature

7: 35 percent / dicyclohexylcarbodi-imide, N-hydroxysuccinimide / dimethylformamide / 96 h / 4 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

N^α-benzyloxycarbonyl-L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucine L-hemilanthionine α'-methyl ester hydrochloride

Z-Ser-Leu-OBu^t

N-Cbz-L-Isoleucine

Z-Ile-O-COOiBu

Downstream raw materials:

L-hemilanthionyl-L-isoleucyl-L-seryl-L-leucyl-L-hemilanthionine α'-methyl ester picrate

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