187223-15-0

Basic information

• Product Name: FMOC-L-HYP(BOM)-OH
• Synonyms: N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-(TERT-BUTYLOXYCARBONYLAMINOETHYLCARBAMOYL)-TRANS-L-HYDROXYPROLINE;FMOC-L-HYP(BOM)-OH;Fmoc-Hyp(Bcc)-OH;N-alpha-(9-fluorenylmethyloxycarbonyl)-L-Hyp(Boc-aminoethylcarbamoyl);1,2-Pyrrolidinedicarboxylic acid, 4-[[[[2-[[(1,1-diMethylethoxy)carbonyl]aMino]ethyl]aMino]carbonyl]oxy]-, 1-(9H-fluoren-9-ylMethyl) ester, (2S,4R)-;(2S,4R)-4-[[[[2-[[(1,1-Dimethylethoxy)carbonyl]amino]ethyl]amino]carbonyl]oxy]-1,2-pyrrolidinedicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester;Fmoc-Hyp(Bom)-OH;(2S,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(((2-((tert-butoxycarbonyl)amino)ethyl)carbamoyl)oxy)pyrrolidine-2-carboxylic acid
• CAS NO: 187223-15-0
• Molecular Formula: C₂₈H₃₃N₃O₈
• Molecular Weight: 539.58
• EINECS: 1308068-626-2
• Mol File: 187223-15-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 749.004 °C at 760 mmHg
• Flash Point: 406.783 °C
• Appearance: /
• Density: 1.355 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• PKA: 3.55±0.40(Predicted)
• CAS DataBase Reference: FMOC-L-HYP(BOM)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-L-HYP(BOM)-OH(187223-15-0)
• EPA Substance Registry System: FMOC-L-HYP(BOM)-OH(187223-15-0)

Safety Data

• Hazardous Substances Data: 187223-15-0(Hazardous Substances Data)

Usage

General Description

FMOC-L-HYP(BOM)-OH is a chemical compound that consists of an N-terminal FMOC group, a L-hydroxyproline (HYP) residue protected with a BOM group, and a carboxylic acid group. It is commonly used in solid-phase peptide synthesis as a building block for the preparation of peptides and peptidomimetics. The FMOC group serves as a temporary protecting group for the amine, while the BOM group protects the hydroxyl group of the HYP residue. FMOC-L-HYP(BOM)-OH allows for the selective and controlled addition of HYP in peptide assembly, making it a valuable tool in the synthesis of complex peptides with modified amino acid sequences.

InChI:InChI=1/C28H33N3O8/c1-28(2,3)39-26(35)30-13-12-29-25(34)38-17-14-23(24(32)33)31(15-17)27(36)37-16-22-20-10-6-4-8-18(20)19-9-5-7-11-21(19)22/h4-11,17,22-23H,12-16H2,1-3H3,(H,29,34)(H,30,35)(H,32,33)/t17-,23+/m1/s1

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 187223-14-9 Fmoc-(2S,4R)-(4-OCO-NH-CH₂-CH₂-NH-Boc)-Pro-OMe 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 556796-29-3 H-(2S,4R)-(4-OCO-NH-CH₂-CH₂-NH-Boc)-Pro-OH 
• 5070-13-3 bis-(p-nitrophenyl) carbonate 
• 57260-73-8 N-BOC-1,2-diaminoethane 
• 88050-17-3 N-Fmoc-trans-4-Hydroxy-L-Proline 
• 71989-31-6 Fmoc-Pro-OH 
• 556796-28-2 Fmoc-(2S,4R)-4-chlorocarbonateproline methyl ester 
• 122350-59-8 (2S,4R)-1-(9H-fluoren-9-yl)methyl-2-methyl-4-hydroxypyrrolidine-1,2-dicarboxylate 

Relevant articles and documents

CYCLOHEXAPEPTIDES AS SELECTIVE SOMATOSTATIN SST5 RECEPTOR AGONISTS

The disclosures herein relate to novel compounds of formula (1) : (1) and salts thereof, wherein W, X, Y, Z, m, n, q, R1, R2, R3, R4, R5 and R6 are defined herein, and their use in treating

PROCESS FOR PEPTIDE SYNTHESIS OF PEPTIDES CONTAINING A 4-HYDROXY-PROLINE SUBSTRUCTURE

The present invention relates to processes for preparing peptides and to intermediates involved in such processes, e.g. a process for preparing a compound of formula (VIII) wherein R12 and R13 are as defined herein.