FMOC-VAL-OSU

Base Information

• Chemical Name: FMOC-VAL-OSU
• CAS No.: 130878-68-1
• Molecular Formula: C24H24N2O6
• Molecular Weight: 436.464
• Hs Code.: 29251900
• Mol file: 130878-68-1.mol

Synonyms:Carbamic acid, [(1S)-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester (9CI);Carbamic acid,[1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester, (S)-;

Chemical Property of FMOC-VAL-OSU

Chemical Property:

• Refractive Index: 1.626
• PKA: 10.09±0.46(Predicted)
• PSA: 102.01000
• Density: 1.352 g/cm³
• LogP: 3.48570
• Storage Temp.: Store at 0°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-Val-Osu ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Fmoc-L-valine N-succinimidyl ester is useful for solid phase peptide synthesis techniques.

Technology Process of FMOC-VAL-OSU

There total 5 articles about FMOC-VAL-OSU 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%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Fmoc-Val-OH (68858-20-8) → 2,5-dioxopyrrolidin-1-yl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valinate (130878-68-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 9h;

Reference yield: 85.0%

Fmoc-Val-OH (68858-20-8) + O-succinimidyl-1,3-dimethyl-1,3-trimethyleneuronium tetrafluoroborate → 2,5-dioxopyrrolidin-1-yl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valinate (130878-68-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(02)00090-4

Reference yield:

Fmoc-Val-OH (68858-20-8) → 2,5-dioxopyrrolidin-1-yl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valinate (130878-68-1)

Guidance literature:

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Fmoc-Val-OH

(fluorenylmethoxy)carbonyl chloride

L-valine

Downstream raw materials:

(9H-fluoren-9-yl)methyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)- 1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate

(9H-fluoren-9-yl)methyl ((S)-3-methyl-1-(((S)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxopropan-2-yl)amino)-1-oxobutan-2-yl)carbamate

H₂N-Val-Ala-PABC-DOXO

EMC-Val-Ala-PABC-DOXO

Refernces

• 1、 Hu, Xinyue,Jiang, Hailun,Bai, Weiqi,Liu, Xiujun,Miao, Qingfang,Wang, Linlin,Jin, Jie,Cui, Along,Liu, Rui,Li, Zhuorong. "Synthesis, characterization, and targeted chemotherapy of SCT200-linker-monomethyl auristatin E conjugates". . . Retrieved 2021.
• 2、 Liang, Liang,Lin, Song-Wen,Dai, Wenbing,Lu, Jing-Kai,Yang, Ting-Yuan,Xiang, Yu,Zhang, Yang,Li, Run-Tao,Zhang, Qiang. "Novel cathepsin B-sensitive paclitaxel conjugate: Higher water solubility, better efficacy and lower toxicity". . p. 618 - 629. Retrieved 2012.
• 3、 Widdison, Wayne C.,Ponte, Jose F.,Coccia, Jennifer A.,Lanieri, Leanne,Setiady, Yulius,Dong, Ling,Skaletskaya, Anna,Hong, E. Erica,Wu, Rui,Qiu, Qifeng,Singh, Rajeeva,Salomon, Paulin,Fishkin, Nathan,Harris, Luke,Maloney, Erin K.,Kovtun, Yelena,Veale, Karen,Wilhelm, Sharon D.,Audette, Charlene A.,Costoplus, Juliet A.,Chari, Ravi V. J.. "Development of Anilino-Maytansinoid ADCs that Efficiently Release Cytotoxic Metabolites in Cancer Cells and Induce High Levels of Bystander Killing". . p. 2261 - 2278. Retrieved 2015.
• 4、 M?rcher, Anders,Nijenhuis, Minke A. D.,Gothelf, Kurt V.. "A Wireframe DNA Cube: Antibody Conjugate for Targeted Delivery of Multiple Copies of Monomethyl Auristatin E". supporting information. p. 21691 - 21696. Retrieved 2021/09/02.