N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine

Base Information

• Chemical Name: N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine
• CAS No.: 389117-95-7
• Molecular Formula: C₂₅H₃₈N₄O₁₂S
• Molecular Weight: 618.662

Synonyms:N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine

Chemical Property of N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine

Chemical Property:

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Technology Process of N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine

There total 3 articles about N^α,N^ε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine 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:

Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-[S-(tert-butylthio)]-L-cysteinyl-glycine → Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine (389117-95-7)

Guidance literature:

With tributylphosphine; water; In propan-1-ol; at 20 ℃; for 24h;

DOI:10.1039/a904679h

Reference yield:

shikimic acid (138-59-0) → Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine (389117-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent

2: (n-Bu)3P; H₂O / propan-1-ol / 24 h / 20 °C

With tributylphosphine; water; In propan-1-ol; 2: Reduction;

DOI:10.1039/a904679h

Reference yield:

N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine (75932-02-4,78081-87-5) → Nα,Nε-Bis-[(3R,4S,5R)-3,4,5-trihydroxycyclohexanecarbonyl]-L-lysyl-L-cysteinyl-glycine (389117-95-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 14 percent

2: (n-Bu)3P; H₂O / propan-1-ol / 24 h / 20 °C

With tributylphosphine; water; In propan-1-ol; 2: Reduction;

DOI:10.1039/a904679h

upstream raw materials:

shikimic acid

N-2,N-6-bis(9-fluorenylmethyloxycarbonyl)-L-lysine

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