N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester

Base Information

• Chemical Name: N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester
• CAS No.: 85990-82-5
• Molecular Formula: C₆₄H₈₀N₁₂O₁₇
• Molecular Weight: 1289.41
• Mol file: 85990-82-5.mol

Synonyms:

Chemical Property of N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester

There total 13 articles about N,N^Im-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl 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:

BOC-O-benzyl-L-serine (23680-31-1) → N,NIm-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester (85990-82-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

2: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

3: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

4: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

5: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

6: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

7: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

8: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

9: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

10: 1.) CF₃COOH, 4M HCl, 2.) (c-C₆H₁₁)NH / dioxane / 0.25 h

11: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

With hydrogenchloride; Pentachlorophenol; (c-C₆H₁₁)NH; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane;

Reference yield:

tert-butyloxycarbonylalanyl-4-pyridylmethylester (77422-40-3) → N,NIm-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester (85990-82-5)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

2: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

3: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

4: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

5: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

6: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

7: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

8: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

9: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

10: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

11: 1.) CF₃COOH, 4M HCl, 2.) (c-C₆H₁₁)NH / dioxane / 0.25 h

12: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

With hydrogenchloride; Pentachlorophenol; (c-C₆H₁₁)NH; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane;

Reference yield:

L-alanine 4-picolyl ester (64991-56-6) → N,NIm-di-t-butoxycarbonyl-L-histidyl-L-glutaminyl-β-benzyl-L-aspartyl-L-phenylalanyl-L-asparaginyl-O-benzyl-L-seryl-L-alanine 4-picolyl ester (85990-82-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

2: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

3: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

4: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

5: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

6: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

7: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

8: 1.) CF₃COOH, 2.) i-Pr₂NEt / 0.25 h / 4 - 5 °C

9: 1.) DCC, 1-hydroxybenzotriazole monohydrate, pentachlorophenol / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

10: 1.) CF₃COOH, 4M HCl, 2.) (c-C₆H₁₁)NH / dioxane / 0.25 h

11: 1.) DCC, 1-hydroxybenzotriazole monohydrate / 1.) DMF, 0 deg C, 1 h; room temp., 1 h

With hydrogenchloride; Pentachlorophenol; (c-C₆H₁₁)NH; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane;

upstream raw materials:

N,1'-bis[(1,1-dimethylethoxy)carbonyl]-L-histidine

BOC-O-benzyl-L-serine

tert-butyloxycarbonylalanyl-4-pyridylmethylester

L-alanine 4-picolyl ester