(R)-N-Fmoc-2-(4'-pentenyl)glycine

Base Information

• Chemical Name: (R)-N-Fmoc-2-(4'-pentenyl)glycine
• CAS No.: 1093645-21-6
• Molecular Formula: C22H23NO4
• Molecular Weight: 365.42
• Hs Code.: 2924299090
• Mol file: 1093645-21-6.mol

Synonyms:(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-6-heptenoic acid

Chemical Property of (R)-N-Fmoc-2-(4'-pentenyl)glycine

Chemical Property:

• Boiling Point: 589.7±45.0 °C(Predicted)
• PKA: 3.87±0.21(Predicted)
• PSA: 79.12000
• Density: 1.202
• LogP: 4.53900
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hept-6-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-N-Fmoc-2-(4'-pentenyl)glycine

There total 5 articles about (R)-N-Fmoc-2-(4'-pentenyl)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: 100.0%

tert-butyl (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hept-6-enoate → (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hept-6-enoic acid (1093645-21-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/chem.201705983

Reference yield:

C23H25NO4 (1093645-18-1) → (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hept-6-enoic acid (1093645-21-6)

Guidance literature:

With hydrogenchloride; water; N-Fmoc-valine methyl ester; In 1,4-dioxane; Reflux;

DOI:10.1016/j.bmcl.2009.10.128

Reference yield:

tert-butyl (2R)-2-[(diphenylmethylidene)amino]hept-6-enoate → (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hept-6-enoic acid (1093645-21-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: citric acid / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2.1: sodium carbonate / 1,4-dioxane; water / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With sodium carbonate; trifluoroacetic acid; citric acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1002/chem.201705983

upstream raw materials:

C₂₃H₂₅NO₄

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

bromopentene