N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester

Base Information

• Chemical Name: N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester
• CAS No.: 135077-21-3
• Molecular Formula: C₃₇H₄₇N₃O₈
• Molecular Weight: 661.795
• Mol file: 135077-21-3.mol

Synonyms:N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester

Chemical Property of N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester

There total 6 articles about N^α-tert-butoxycarbonyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl 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: 96.2%

N-Boc-O-benzyl-L-threonine (15260-10-3) + Nε-carbobenzoxy-L-lysine benzyl ester hydrochloride (6366-70-7) → Nα-tert-butoxycarbonyl-O-benzyl-threonyl-Nε-benzyloxycarbonyl-lysine benzyl ester (135077-21-3)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h;

DOI:10.1134/S1070363219100189

Reference yield:

benzyl chloride (100-44-7) → Nα-tert-butoxycarbonyl-O-benzyl-threonyl-Nε-benzyloxycarbonyl-lysine benzyl ester (135077-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

3: dicyclohexyl-carbodiimide; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 13 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1134/S1070363219100189

Reference yield:

N-α-tert-Butyloxycarbonyl-N-ε-carbobenzoxy-L-lysine benzyl ester (77236-13-6) → Nα-tert-butoxycarbonyl-O-benzyl-threonyl-Nε-benzyloxycarbonyl-lysine benzyl ester (135077-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

2: dicyclohexyl-carbodiimide; benzotriazol-1-ol; 4-methyl-morpholine / N,N-dimethyl-formamide / 13 h / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1134/S1070363219100189

upstream raw materials:

N-Boc-O-benzyl-L-threonine

Lys(Z)-OBzl

Boc-Lys(Z)-OH

benzyl chloride

Downstream raw materials:

(S)-2-((2S,3R)-2-Amino-3-benzyloxy-butyrylamino)-6-benzyloxycarbonylamino-hexanoic acid benzyl ester

N^α-tert-butoxycarbonyl-Cγ-tert-butoxyglutamyl-O-benzyl-threonyl-N^ε-benzyloxycarbonyl-lysine benzyl ester