Fmoc-Val-Pro-OH

Base Information

• Chemical Name: Fmoc-Val-Pro-OH
• CAS No.: 109425-49-2
• Molecular Formula: C25H28 N2 O5
• Molecular Weight: 436.508
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID301207531
• Mol file: 109425-49-2.mol

Synonyms:Fmoc-Val-Pro-OH;109425-49-2;(2S)-1-[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoyl]pyrrolidine-2-carboxylic acid;Fmoc-L-Val-L-Pro-OH;SCHEMBL10511248;PNFSGKNIZOXLKU-VXKWHMMOSA-N;DTXSID301207531;MFCD00237675;AKOS030212654;EN300-1501540;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valyl-L-proline;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-valinyl-L-proline;(2S)-1-[(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-methylbutanoyl]pyrrolidine-2-carboxylic acid

Chemical Property of Fmoc-Val-Pro-OH

Chemical Property:

• Boiling Point: 678.8±55.0 °C(Predicted)
• PKA: 3.49±0.20(Predicted)
• PSA: 95.94000
• Density: 1.271±0.06 g/cm3(Predicted)
• LogP: 3.95410
• Storage Temp.: -15°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 436.19982200
• Heavy Atom Count: 32
• Complexity: 688

Purity/Quality:

98.5% ^*data from raw suppliers

Fmoc-val-pro-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)N1CCCC1C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-val-pro-OH is used as a reactant in the synthesis of a double prodrug of anti-varicella zoster virus bicyclic nucleoside analogs.

Technology Process of Fmoc-Val-Pro-OH

There total 1 articles about Fmoc-Val-Pro-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:

C25H27N2O4Pol → Fmoc-Val-Pro-OH (109425-49-2)

Guidance literature:

With cocktail R; for 3h; solid phase reaction;

DOI:10.1021/bi100897u

Reference yield: 87.0%

Fmoc-Val-Pro-OH (109425-49-2) + 3-(2'-deoxy-5'-O-leucyl-β-D-ribofuranosyl)-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one (1269409-91-7) → 3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valylprolylleucyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one (1269409-94-0)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jm101624e

Reference yield: 80.0%

Fmoc-Val-Pro-OH (109425-49-2) + 3-[5'-O-(tert-butyldimethylsilyl)-2'-deoxy-3'-O-valyl-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one (1127417-02-0) → 3-[5'-O-(tert-butyldimethylsilyl)-2'-deoxy-3'-O-[N-(fluorenylmethoxycarbonyl)valylprolylvalyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one (1127417-04-2)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jm101624e

Downstream raw materials:

3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valylprolylvalyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

(S)-1-((S)-2-Amino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid

3-[2'-deoxy-5'-O-[N-(fluorenylmethoxycarbonyl)valylprolylalanyl]-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

3-[2'-deoxy-5'-O-(valylprolylalanyl)-β-D-ribofuranosyl]-6-(p-pentylphenyl)-2,3-dihydrofuro[2,3-d]pyrimidin-2-one

Refernces