1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide

Base Information

• Chemical Name: 1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide
• CAS No.: 860292-58-6
• Molecular Formula: C₃₄H₄₂N₃O₇P
• Molecular Weight: 635.697
• Mol file: 860292-58-6.mol

Synonyms:1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide

Chemical Property of 1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide

There total 8 articles about 1-[(benzyloxy)carbonyl]prolyl-N¹-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide 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: 71.0%

methyl (aminomethyl)[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl]phosphinate (860292-52-0) + (S)-2-((S)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxamido)-4-methylpentanoic acid (1634-90-8) → 1-[(benzyloxy)carbonyl]prolyl-N1-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide (860292-58-6)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2005.04.079

Reference yield:

4'-iodomethyl-1,1'-biphenyl-4-ol (860292-36-0) → 1-[(benzyloxy)carbonyl]prolyl-N1-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide (860292-58-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 60 percent / bis(trimethylsilyl) phosphonite / CH₂Cl₂ / Heating

2: CH₂Cl₂ / 20 °C

3: CH₂Cl₂ / Heating

4: diethyl ether; methanol; toluene / cooling

5: 74 percent / hydrazine monohydrate / ethanol / 20 °C

6: 71 percent / 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / tetrahydrofuran / 20 °C

With bis(trimethylsilyl)phosphonite; benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;

DOI:10.1016/j.bmc.2005.04.079

Reference yield:

(4'-hydroxy-1,1'-biphenyl-4-yl)methylphosphinic acid (860292-40-6) → 1-[(benzyloxy)carbonyl]prolyl-N1-({[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl](methoxy)phosphoryl}methyl)leucinamide (860292-58-6)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 20 °C

2: CH₂Cl₂ / Heating

3: diethyl ether; methanol; toluene / cooling

4: 74 percent / hydrazine monohydrate / ethanol / 20 °C

5: 71 percent / 1-hydroxybenzotriazole; dicyclohexylcarbodiimide / tetrahydrofuran / 20 °C

With benzotriazol-1-ol; hydrazine hydrate; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; toluene;

DOI:10.1016/j.bmc.2005.04.079

upstream raw materials:

methyl (aminomethyl)[(4'-hydroxy-1,1'-biphenyl-4-yl)methyl]phosphinate

(S)-2-((S)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxamido)-4-methylpentanoic acid

4'-iodomethyl-1,1'-biphenyl-4-ol

(4'-hydroxy-1,1'-biphenyl-4-yl)methylphosphinic acid