(S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid

Base Information

• Chemical Name: (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid
• CAS No.: 1204595-05-0
• Molecular Formula: C₂₇H₂₃NO₅
• Molecular Weight: 441.483

Synonyms:(S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid

Chemical Property of (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid

Chemical Property:

• Boiling Point: 678.6±55.0 °C(Predicted)
• Density: 1.282±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-Tyr(propargyl)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Fmoc-L-Tyr(propargyl)-OH acts as a reagent for the synthesis of library of tyrosine modified analogs of α4β7 integrin inhibitor biotin-R8ERY via Click chemistry.

Technology Process of (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid

There total 5 articles about (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic 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: 95.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (2S)-2-amino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid (1170674-20-0) → (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid (1204595-05-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃;

Reference yield:

Boc-Tyr-OH (3978-80-1) → (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid (1204595-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C

2.1: methanol; acetyl chloride / 4 h / 0 - 20 °C

3.1: sodium hydroxide / methanol / 1.5 h

3.2: 18 h / 4 °C

With methanol; potassium carbonate; acetyl chloride; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.02.035

Reference yield:

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid (340732-79-8) → (S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[4-(prop-2-yn-1-yloxy)phenyl]propanoic acid (1204595-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / water; dichloromethane / 1 h / 20 °C

2: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; water; acetone;

DOI:10.1021/ml4004765

upstream raw materials:

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

(2S)-2-amino-3-[4-(prop-2-ynyloxy)phenyl]-propionic acid

Boc-Tyr-OH

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoic acid

Downstream raw materials:

C₄₄H₅₉N₁₁O₁₁

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