4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid

Base Information

• Chemical Name: 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid
• CAS No.: 77462-02-3
• Molecular Formula: C₄₂H₅₁N₃O₁₀P₂
• Molecular Weight: 819.829
• Mol file: 77462-02-3.mol

Synonyms:

Chemical Property of 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid

There total 6 articles about 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid 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: 73.0%

N-(2-aminoethyl)-D-gluconamide (74426-36-1) + 2-(2,5-Dioxo-tetrahydro-furan-3-yl)-N,N-bis-(2-diphenylphosphanyl-ethyl)-acetamide (77461-98-4) → 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid (77462-02-3)

Guidance literature:

In dichloromethane; water; for 6h; Ambient temperature;

DOI:10.1021/jo00327a005

Reference yield:

propane-1,2,3-tricarboxylic acid (1,2-anhydride) (4756-10-9) → 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid (77462-02-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 61 percent / Thionyl chloride / DMF / 2 h / 45 °C

2: N,N-Dimethylaniline / CH₂Cl₂ / 0 deg C -> room temp.

3: 73 percent / CH₂Cl₂; H₂O / 6 h / Ambient temperature

With thionyl chloride; N,N-dimethyl-aniline; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jo00327a005

Reference yield:

tricarallylic acid (99-14-9) → 4-[Bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-3-[2-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxy-hexanoylamino)-ethylcarbamoyl]-butyric acid (77462-02-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / Acetic anhydride / 1.) 45 deg C, 1h 2.) glacial CH₃COOH, 65 deg C, 1h

2: 61 percent / Thionyl chloride / DMF / 2 h / 45 °C

3: N,N-Dimethylaniline / CH₂Cl₂ / 0 deg C -> room temp.

4: 73 percent / CH₂Cl₂; H₂O / 6 h / Ambient temperature

With thionyl chloride; acetic anhydride; N,N-dimethyl-aniline; N,N-dimethyl-formamide; In dichloromethane; water;

DOI:10.1021/jo00327a005

upstream raw materials:

N-(2-aminoethyl)-D-gluconamide

2-(2,5-Dioxo-tetrahydro-furan-3-yl)-N,N-bis-(2-diphenylphosphanyl-ethyl)-acetamide

propane-1,2,3-tricarboxylic acid (1,2-anhydride)

tricarallylic acid