134098-70-7

Basic information

• Product Name: FMOC-D-ASP-OTBU
• Synonyms: FMOC-D-ASPARTIC ACID ALPHA-T-BUTYL ESTER;FMOC-D-ASPARTIC ACID-OTBU;FMOC-D-ASP-OTBU;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-ASPARTIC ACID ALPHA-T-BUTYL ESTER;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-ASPARTIC ACID ALPHA-T-BUTYL ESTER;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-D-ASPARTIC ACID ALPHA-TERT-BUTYL ESTER;N-ALPHA-FMOC-D-ASPARTIC ACID ALPHA-T-BUTYL ESTER;Fmoc-D-Aspartic acid 1-tert-butyl ester
• CAS NO: 134098-70-7
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.45
• Mol File: 134098-70-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 90-98°C
• Boiling Point: 617.402 °C at 760 mmHg
• Flash Point: 327.193 °C
• Appearance: /
• Density: 1.251g/cm³
• Vapor Pressure: 4.21E-16mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Store at RT.
• Solubility: Soluble in DMF.
• PKA: 4.08±0.19(Predicted)
• CAS DataBase Reference: FMOC-D-ASP-OTBU(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-ASP-OTBU(134098-70-7)
• EPA Substance Registry System: FMOC-D-ASP-OTBU(134098-70-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 134098-70-7(Hazardous Substances Data)

Usage

Description

FMOC-D-ASP-OTBU, also known as N-Fmoc-D-aspartic acid 1-tert-butyl ester, is a pharmaceutical intermediate that is used in the synthesis of various pharmaceutical compounds. It is a white powder with specific chemical properties that make it suitable for use in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
FMOC-D-ASP-OTBU is used as a pharmaceutical intermediate for the synthesis of various pharmaceutical compounds. Its chemical properties allow it to be a key component in the development of new drugs and medications.
As a Building Block for Peptide Synthesis:
FMOC-D-ASP-OTBU serves as a building block in the synthesis of peptides, which are short chains of amino acids that are crucial for various biological functions. Its use in peptide synthesis contributes to the development of new therapeutic agents and drug candidates.
In Medicinal Chemistry Research:
FMOC-D-ASP-OTBU is utilized in medicinal chemistry research to explore its potential as a precursor for the development of new pharmaceutical compounds. Its unique structure and properties make it a valuable tool for researchers in the field of medicinal chemistry.
In Drug Development:
FMOC-D-ASP-OTBU plays a role in drug development by providing a starting material for the synthesis of potential drug candidates. Its use in this process helps to accelerate the discovery and development of new medications for various diseases and conditions.

InChI:InChI=1/C23H25NO6/c1-23(2,3)30-21(27)19(12-20(25)26)24-22(28)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,25,26)/t19-/m1/s1

Upstream product

• 56-84-8 L-Aspartic acid 
• 102774-86-7 9-fluorenylmethyl N-succinimidyl carbonate 
• 115-11-7 isobutene 
• 168261-64-1 (S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)succinic acid 4-benzyl ester 1-tert-butyl ester 
• 150009-58-8 9-fluorenylmethoxycarbonyl-O-benzyl-L-aspartic acid 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 158519-34-7 N^α-fluorenylmethoxycarbonyl-L-aspartic acid α-tert-butyl-β-pentafluorophenyl ester 
• 136083-57-3 N-α-9-fluorenylmethoxycarbonyl-aspartic acid 
• 223480-00-0 methyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic-acid α-tert-butyl ester)-2,3,4-tri-O-benzyl-α-D-manno-pyranoside 
• 223480-02-2 methyl-6-O-carboxy-(N-(9-fluorenylmethoxycarbonyl)-L-aspartic-acid α-tert-butyl ester)-2,3,4-tri-O-4-methoxybenzyl-α-D-manno-pyranoside 
• 566200-19-9 N-benzyloxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinamic acid tert-butyl ester 
• 610304-53-5 1,1-dimethylethyl 2-(S)-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-[[[1-amino-(4-methylphenyl)methyl]imino]oxy]-4-oxobutanoate 
• 849367-28-8 Fmoc-Asp-(CH₂Ver)-OBu-t 
• 852700-61-9 2-(9H-fluoren-9-ylmethoxycarbonylamino)-succinic acid 1-tert-butyl ester 4-[5-(2-oxo-2-phenylethoxycarbonyl)-pent-2-enyl] ester 
• 868840-74-8 C₄₉H₇₄N₈O₁₃S 
• 868840-76-0 (2R,5S,8S,11S,15S)-8-Benzyl-5-(3-guanidino-propyl)-2,7-dimethyl-3,6,9,13,17-pentaoxo-1,4,7,10,14-pentaaza-cycloheptadecane-11,15-dicarboxylic acid 
• 868840-75-9 C₄₉H₇₂N₈O₁₂S 

Relevant articles and documents

Application of tert-Butyl Disulfide-Protected Amino Acids for the Fmoc Solid-Phase Synthesis of Lactam Cyclic Peptides under Mild Metal-Free Conditions

Lactam cyclic peptides are a class of interesting and pharmaceutically active molecules, but their previous syntheses have required the use of heavy metals and/or forcing conditions. Here, we describe the efficient application of the previously reported tert-butyl disulfide-protected amino acids and their use in the efficient, solid-phase synthesis of a series of lactam cyclic peptides under mild, metal-free conditions.

Highly reactive and chemoselective cleavage of allyl esters using an air- and moisture-stable [CpRu(IV)(π-C3H5)(2-quinolinecarboxylato)]PF6 catalyst

A new catalytic process for allyl ester cleavage has been developed by using a robust cationic CpRu(IV) π-allyl complex of 2-quinolinecarboxylic acid that can be stored for over six months in air without any loss of catalytic activity. The deprotection of various alcohols and acids can be attained simply with high reactivity and chemoselectivity under mild conditions. Furthermore, with continuous removal of the low-boiling point coproduct, a turnover number of 1 000 000 can be achieved.

A convenient preparation of several N-linked glycoamino acid building blocks for efficient solid-phase synthesis of glycopeptides

A high yielding route for the preparation of several Boc- and Fmoc-protected N-linked glycopeptide monomers was presented. It was found that these building blocks can be used for the solid-phase synthesis of glycopeptides or glycopeptidomimetics. A number of short glycopeptides- collagen mimics was prepared to demonstrate this applicability. The protocol employed was expected to be suitable for the synthesis of any desired N-linked glycopeptide.