104944-18-5

Basic information

• Product Name: H-D-Val-OtBu.HCl
• Synonyms: D-VALINE TERT-BUTYL ESTER HYDROCHLORIDE;H-D-Val-OtBu•(R)-tert-butyl 2-amino-3-methylbutanoate hydrochloride;D-Valine 1,1-dimethylethyl ester hydrochloride;tert-Butyl L-valinate HCl;D-Valine,1,1-diMethylethyl ester, hydrochloride (1:1);H-D-Val-OtBu;D-Valine tert-butyl ester, HCl
• CAS NO: 104944-18-5
• Molecular Formula: C₉H₁₉NO₂*ClH
• Molecular Weight: 209.7136
• Mol File: 104944-18-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 144-146℃
• Appearance: /
• Storage Temp.: Store at 0°C
• CAS DataBase Reference: H-D-Val-OtBu.HCl(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-Val-OtBu.HCl(104944-18-5)
• EPA Substance Registry System: H-D-Val-OtBu.HCl(104944-18-5)

Safety Data

• Hazardous Substances Data: 104944-18-5(Hazardous Substances Data)

Usage

Description

H-D-Val-OtBu.HCl, also known as D-Valine tert-butyl ester hydrochloride, is a protected form of D-Valine (V094220). D-Valine is an isomer of the essential amino acid L-Valine (V094205) and is known for its presence in the structure of Actinomycin D, an antitumor drug. It is naturally synthesized by Streptomyces antibioticus and exhibits inhibitory effects on fibroblasts that contaminate mammalian kidney cultures, allowing for selective growth of epithelial cells. H-D-Val-OtBu.HCl is a white powder with chemical properties that make it useful in various applications.

Uses

Used in Pharmaceutical Industry:
H-D-Val-OtBu.HCl is used as a protected form of D-Valine for the synthesis of pharmaceutical compounds. Its presence in the structure of Actinomycin D, an antitumor drug, highlights its potential use in the development of new cancer treatments.
Used in Cell Culture Applications:
H-D-Val-OtBu.HCl is used as a selective growth agent for epithelial cells in mammalian kidney cultures. Its inhibitory effects on contaminating fibroblasts make it a valuable tool for maintaining the purity of cell cultures.
Used in Peptide Synthesis:
H-D-Val-OtBu.HCl is used as a building block in the synthesis of peptides and proteins. Its protected form allows for the controlled addition of D-Valine residues during the peptide assembly process, enabling the production of specific bioactive peptides with desired properties.
Used in Research and Development:
H-D-Val-OtBu.HCl is used as a research compound for studying the effects of D-amino acids on various biological processes. Its unique properties and applications make it a valuable tool for understanding the role of D-amino acids in peptide and protein function.

InChI:InChI=1/C9H19NO2.ClH/c1-6(2)7(10)8(11)12-9(3,4)5;/h6-7H,10H2,1-5H3;1H/t7-;/m1./s1

Upstream product

• 640-68-6 D-Val-OH 
• 115-11-7 isobutene 

Downstream Products

• 104944-19-6 Z-S-Pro-R-Val-OtBu 
• 873923-16-1 2-(4-chloro-3-nitro-benzenesulfonylamino)-3-methyl-butyric acid tert-butyl ester 
• 881210-65-7 (R)-2-[7-(2,4-difluoro-phenoxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-butyric acid tert-butyl ester 
• 1415246-34-2 C₄₀H₆₈N₆O₉ 
• 1415246-33-1 C₄₁H₇₀N₆O₉ 
• 1429906-57-9 N₂-{5-[5-(benzylamino)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]pyridin-3-yl}-N₁-(2,2,2-trifluoroethyl)valinamide 
• 2528-15-6 D-valine t-butyl ester 
• 849204-10-0 C₃₆H₅₅FN₄O₂ 
• 313994-31-9 N-methyl-N-(1-(S)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 
• 313980-11-9 N-methyl-N-(1-(R)-3-(S)-hydroxymethyl-4-(S)-(3-fluorophenyl)cyclopent-1-yl)-(R)-valine t-butyl ester 
• 1033749-83-5 C₃₄H₃₆F₂N₂O₆S 
• 858104-69-5 C₃₇H₄₁F₂N₃O₇S 
• 858104-73-1 C₃₉H₄₅F₂N₃O₇S 

Relevant articles and documents

STUDIES ON AMINO ACIDS AND PEPTIDES X. HPLC-MEDIATED TEST OF 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE 2,4-DISULFIDE (LAWESSONS'S REAGENT) AS A RACEMIZATIONFREE COUPLING REAGENT IN PEPTIDE SYNTHESIS

The easily available 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (Lawesson's Reagent), 1, has been tested as a coupling reagent for racemization in peptide synthesis.The assay procedure is separation of stereomeric products by HPLC.Z-S-Pro-S-Val-S-Pro-OtBu and Z-S-Leu-S-Phe-S-Val-OtBu have been used as test peptides in 2+1 segment couplings, and only a small amount of epimerization (0.5 and 0.1percent, respectively) has been observed.