N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester

Base Information

• Chemical Name: N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester
• CAS No.: 75832-12-1
• Molecular Formula: C₄₉H₅₉N₅O₉S
• Molecular Weight: 894.102

Synonyms:N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester

Chemical Property of N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester

Chemical Property:

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Technology Process of N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-L-hemilanthionine α'-methyl ester

There total 8 articles about N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine N^α'-trityl-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: 90.0%

Nα-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine methyl ester Nα'-trityl-L-hemilanthionine α'-methyl ester (75816-60-3) → Nα-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine Nα'-trityl-L-hemilanthionine α'-methyl ester (75832-12-1)

Guidance literature:

With sodium hydroxide; In acetone; for 1h;

Reference yield:

(S)-Leu-OMe (2666-93-5) → Nα-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine Nα'-trityl-L-hemilanthionine α'-methyl ester (75832-12-1)

Guidance literature:

Multi-step reaction with 8 steps

2: 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

3: 80 percent / dicyclohexylcarbodi-imide, N-hydroxysuccinimide / CHCl₃ / 1.) 0 deg C, 30 min, 2.) room temperature, 5 h

4: 93 percent / 2-mercaptoethanol, 7N hydrogen chloride / methanol; diethyl ether

5: 65 percent / triethylamine / dimethylformamide

6: 83 percent / pyridine / 1 h / Ambient temperature

7: 84 percent / 1N-sodium methylate / methanol / 0.17 h

8: 90 percent / 1N-sodium hydroxide / acetone / 1 h

With hydrogenchloride; sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; sodium methylate; triethylamine; dicyclohexyl-carbodiimide; 2-hydroxyethanethiol; palladium on activated charcoal; In pyridine; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; acetone;

Reference yield:

Z-Ser-Leu-OMe (17331-94-1) → Nα-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine Nα'-trityl-L-hemilanthionine α'-methyl ester (75832-12-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 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

2: 80 percent / dicyclohexylcarbodi-imide, N-hydroxysuccinimide / CHCl₃ / 1.) 0 deg C, 30 min, 2.) room temperature, 5 h

3: 93 percent / 2-mercaptoethanol, 7N hydrogen chloride / methanol; diethyl ether

4: 65 percent / triethylamine / dimethylformamide

5: 83 percent / pyridine / 1 h / Ambient temperature

6: 84 percent / 1N-sodium methylate / methanol / 0.17 h

7: 90 percent / 1N-sodium hydroxide / acetone / 1 h

With hydrogenchloride; sodium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; sodium methylate; triethylamine; dicyclohexyl-carbodiimide; 2-hydroxyethanethiol; palladium on activated charcoal; In pyridine; methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; acetone;

upstream raw materials:

N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine methyl ester N^α'-trityl-L-hemilanthionine α'-methyl ester

(S)-Leu-OMe

Z-Ser-Leu-OMe

Nps-Ile-Ser-Leu-OMe

Downstream raw materials:

N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucyl-L-hemilanthionine α'-methyl ester

N^α-benzyloxycarbonyl-D-hemilanthionyl-L-isoleucyldehydroalanyl-L-leucine L-hemilanthionine α'-methyl ester hydrochloride

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