methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate

Base Information

• Chemical Name: methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate
• CAS No.: 1310055-95-8
• Molecular Formula: C₃₁H₂₆FNO₅
• Molecular Weight: 511.55
• Mol file: 1310055-95-8.mol

Synonyms:methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate

Chemical Property of methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate

There total 3 articles about methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate 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: 42.0%

methyl (R)-2-amino-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate (1310055-92-5) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate (1310055-95-8)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; for 24h; Cooling with ice;

DOI:10.1039/c1ob05292f

Reference yield:

D-tyrosine methylester hydrochloride (3728-20-9) → methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate (1310055-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 °C

1.2: Inert atmosphere

2.1: sodium carbonate / 1,4-dioxane; water / 24 h / Cooling with ice

With hydrogenchloride; sodium carbonate; sodium nitrite; In 1,4-dioxane; water;

DOI:10.1039/c1ob05292f

Reference yield:

4-fluoroaniline (371-40-4) → methyl (R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate (1310055-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 °C

1.2: Inert atmosphere

2.1: sodium carbonate / 1,4-dioxane; water / 24 h / Cooling with ice

With hydrogenchloride; sodium carbonate; sodium nitrite; In 1,4-dioxane; water;

DOI:10.1039/c1ob05292f

upstream raw materials:

methyl (R)-2-amino-3-(4'-fluoro-6-hydroxybiphen-3-yl)propanoate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

D-tyrosine methylester hydrochloride

4-fluoroaniline

Downstream raw materials:

(R)-2-N-(fluorenylmethoxycarbonyl)-3-(4'-fluoro-6-hydroxybiphen-3-yl)propionic acid

H-Arg-Arg-Pro-(R)-FPTyr-Ile-Leu-OH