29435-39-0

Basic information

• Product Name: POLY(OTBU-SER)
• Synonyms: POLY(OTBU-SER);REF DUPL: Poly-O-tert-butyl-L-serine
• CAS NO: 29435-39-0
• Molecular Formula: MW:
• Molecular Weight: 161.2
• Mol File: 29435-39-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: POLY(OTBU-SER)(CAS DataBase Reference)
• NIST Chemistry Reference: POLY(OTBU-SER)(29435-39-0)
• EPA Substance Registry System: POLY(OTBU-SER)(29435-39-0)

Safety Data

• Hazardous Substances Data: 29435-39-0(Hazardous Substances Data)

Upstream product

• 155526-66-2 (R)-methyl 2-(benzyloxycarbonylamino)-3-t-butoxypropanoate 
• 1676-75-1 N-benzyloxycarbonyl-O-t-butyl-L-serine 
• 18822-58-7 (S)-O-tert-butylserine 
• 71989-33-8 Fmoc-Ser(tBu)-OH 
• 1872-59-9 (S)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoate 
• 115-11-7 isobutene 
• 20700-93-0 Z-Ser(O-t-Bu)-OBn 
• 47634-33-3 Bpoc-Ser(Bu^t)-OH 
• 6169-34-2 N-Benzyloxycarbonyl-β-O-tert.butyl-L-serin-<4-nitro-benzylester> 
• 205812-07-3 Fmoc-DL-Ser-(OtBu)-OH 
• 14464-36-9 N-Cbz-O-t-Bu-DL-serine 

Downstream Products

• 105751-13-1 O-tert-butyl-N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester 
• 18783-53-4 O-tert-Butyl-D-serine 
• 928211-75-0 (4-chlorobenzylsulfonyl)-D-Ser(O-tBu)-N-Me-Ala-4-nitro-benzylamide 
• 928211-72-7 (4-chlorobenzylsulfonyl)-D-Ser(O-tBu)-OH 
• 928211-73-8 (4-chlorobenzylsulfonyl)-D-Ser(O-tBu)-Cl 
• 77285-09-7 N-acetyl-L-serine tert-butyl ether 
• 248921-66-6 (2R)-3-(tert-butoxy)-2-(tert-butoxycarbonylamino)-propanoic acid 
• 197632-77-2 (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-(tert-butoxy)propanoic acid 
• 47555-19-1 (S)-3-tert-Butoxy-2-[1-(3,5-dimethoxy-phenyl)-1-methyl-ethoxycarbonylamino]-propionic acid 
• 85313-48-0 t-Bumeoc-Ser-(t-Bu)-OH*DCHA 
• 98210-52-7 Z-Asp(OBu^t)-Ser(Bu^t)-OH 
• 13734-38-8 N-(t-butyloxycarbonyl)-O-(t-butyl)-L-Serine 

Relevant articles and documents

Compound of benzyl structure and application of compound

The invention discloses a compound of a benzyl structure and application of the compound. The compound of the benzyl structure comprises hydroxyl, amino, substituted amino and active groups, and can be used as an amino acid or peptide C-end protection reagent. A peptide synthesis reaction using the protection carrier is rapid in reaction speed and high in reagent utilization rate in an appropriatesolvent system; effective purification can be implemented through simple liquid-liquid extraction separation in post-processing, and a product of high purity can be finally obtained; and in the synthesis process, the dissolution degree is slightly changed, the operation process is good in universality, and a universal production method can be developed.

2,2-Difluoro-1,3,2-oxazaborolidin-5-ones: Novel approach for selective side-chain protection of serine and threonine

2,2-Difluoro-1,3,2-oxazaborolidin-5-ones 1, which are synthesized from BF3 and salts of amino acids, are highly effective, convenient and, moreover, inexpensive intermediates for the simultaneous protection of both α-amino and α-carboxy groups in α-amino acids. The new method streamlines the hitherto tedious procedures for side-chain protection of Ser and Thr. Ser(Bu′), Thr(Bu′), Ser(Bzl) and Thr(Bzl) are obtained by this procedure in high yields and in pure form using highly reactive reagents.

Effect of the Side Chain on the Racemization of Amino Acids in Aqueous Solution

The rate of racemization of 13 amino acids possessing hydroxy, carboxy, alkoxy, carboalkoxy, alkyl, aryl, and thioether side chains were compared.Reaction conditions were identical for all amino acids studied.Gas chromatography was used to determine the percent of D isomer present.Hydroxy amino acids racemized most rapidly, but conversion to an ether function reduced the rate considerably.The increased racemization rate of methionine (R = CH2CH2SCH3) over Ala (R = CH3) has been attributed to orbital overlap from the sulfur.Asp racemized faster than Glu, α-aminoadipic acid, and pyroglutamic acid. β- and γ-monomethyl esters of aspartic and glutamic acids, respectively, racemized only slightly faster than the corresponding free acids.The slight increase in rate appears attributable to a solvent change brought on by ester hydrolysis.Under the reaction conditions, pH 8 and 140 deg C, hydrolysis of the esters competed favorably with racemization at the methine carbon.The relatively lower racemization rate observed in the case of Glu compared with Asp resulted from the slow formation of pyroglutamic acid.Pyroglutamic acid racemized at a considerably slower rate than acidic amino acids.The differences in the racemization rates with changes in the R group are discussed in terms of several factors, including intramolecular reactions, direct field effects, orbital overlap, and solvation effects, as well as inductive, resonance, and steric factors.