Fmoc-Gly-Val-OH

Base Information

• Chemical Name: Fmoc-Gly-Val-OH
• CAS No.: 86895-14-9
• Molecular Formula: C22H24 N2 O5
• Molecular Weight: 396.43600
• European Community (EC) Number: 804-660-8
• DSSTox Substance ID: DTXSID30427069
• Nikkaji Number: J2.965.913C
• Wikidata: Q72478631
• Mol file: 86895-14-9.mol

Synonyms:Fmoc-Gly-Val-OH;86895-14-9;N-Fmoc-glycyl-L-valine;(2S)-2-[[2-(9H-fluoren-9-ylmethoxycarbonylamino)acetyl]amino]-3-methylbutanoic acid;(S)-2-(2-(((9H-fluoren-9-yl)methoxy)carbonylamino)acetamido)-3-methylbutanoic acid;Fmoc-Gly-Val-OH, 95%;SCHEMBL8902890;DTXSID30427069;MFCD00190884;CS-W014467;HY-W013751;BS-17752;E77247;EN300-1485699;A851115;(2S)-2-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)acetamido]-3-methylbutanoic acid

Chemical Property of Fmoc-Gly-Val-OH

Chemical Property:

• Melting Point: 116-121°C
• PSA: 104.73000
• Density: 1.258
• LogP: 3.53230
• Storage Temp.: -15°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 396.16852187
• Heavy Atom Count: 29
• Complexity: 586

Purity/Quality:

99%+, ^*data from raw suppliers

Fmoc-Gly-Val-OH 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)CNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)[C@@H](C(=O)O)NC(=O)CNC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Fmoc-Gly-Val-OH

There total 8 articles about Fmoc-Gly-Val-OH 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: 99.0%

Fmoc-Gly-Val-OtBu (159922-56-2) → Fmoc-Gly-Val-OH (86895-14-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(00)76897-3

Reference yield: 90.0%

→ Fmoc-Gly-Val-OH (86895-14-9)

Guidance literature:

Reference yield:

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) → Fmoc-Gly-Val-OH (86895-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / EEDQ / CH₂Cl₂ / Ambient temperature

2: 99 percent / 80percent CF₃CO₂H / CH₂Cl₂ / 20 h / Ambient temperature

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)76897-3

upstream raw materials:

Fmoc-Gly-Val-OtBu

tert-butyl L-valinate

N-(fluoren-9-ylmethoxycarbonyl)glycine

N,O-bis(trimethylsilyl)-L-valine

Downstream raw materials:

H-Gly-Val-Ala-OBn

Fmoc-Gly-Val-Ala-OBn

Refernces

• 1、 Ramesh,Raju,Srinivas,Sureshbabu,Vishwanatha,Hemantha. "Characterization of Nα-Fmoc-protected dipeptide isomers by electrospray ionization tandem mass spectrometry (ESI-MSn): Effect of protecting group on fragmentation of dipeptides". . p. 1949 - 1958. Retrieved 2012/05/20.
• 2、 -. "Carboxylate protective groups, a process for their preparation, their coupling to a functional group, and their use". . . Retrieved 2008/06/13.