SN2 DEPROTECTION OF SYNTHETIC PEPTIDES WITH A LOW CONCENTRATION OF HF IN DIMETHYL SULFIDE - EVIDENCE AND APPLICATION IN PEPTIDE-SYNTHESIS

被引：637
作者：
TAM, JP
HEATH, WF
MERRIFIELD, RB
机构：
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1983年 / 105卷 / 21期
关键词：
D O I：
10.1021/ja00359a014
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：6442 / 6455
页数：14
相关论文
共 74 条
[1]   INFRARED SPECTRAL STUDIES OF HYDROGEN BONDING PHENOMENA IN SOLUTIONS CONTAINING HYDROGEN FLUORIDE [J].
ADAMS, RM ;
KATZ, JJ .
JOURNAL OF MOLECULAR SPECTROSCOPY, 1957, 1 (04) :306-332
[2]  
AMIT B, 1974, ISRAEL J CHEM, V12, P103
[3]  
ANWER MK, 1980, SYNTHESIS-STUTTGART, P929
[4]  
Arnett E. M., 1976, ADV PHYS ORG CHEM, V13, P83, DOI DOI 10.1016/S0065-3160(08)60213-0
[5]   POLYAMIDE METHOD OF SOLID-PHASE PEPTIDE AND OLIGONUCLEOTIDE SYNTHESIS [J].
ATHERTON, E ;
GAIT, MJ ;
SHEPPARD, RC ;
WILLIAMS, BJ .
BIOORGANIC CHEMISTRY, 1979, 8 (03) :351-370
[6]   SWITCH FROM O-PROTONATION TO N-PROTONATION OF 1-METHOXYCARBONYLPIPERIDINE AS THE ACIDITY INCREASES [J].
BATTYE, PJ ;
CASSIDY, JF ;
MOODIE, RB .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (03) :68-69
[7]   THE SN2-SN1 SPECTRUM .3. SOLVOLYSES OF SECONDARY AND TERTIARY ALKYL SULFONATES IN FLUORINATED ALCOHOLS - FURTHER EVIDENCE FOR THE SN2 (INTERMEDIATE) MECHANISM [J].
BENTLEY, TW ;
BOWEN, CT ;
MORTEN, DH ;
SCHLEYER, PV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (18) :5466-5475
[8]  
BLAKE J, 1978, INT J PEPT PROT RES, V11, P315
[9]  
BODANSZKY M, 1981, SYNTHESIS-STUTTGART, P333
[10]   ACID-BASE BEHAVIOR OF ALKYL SULFUR AND OXYGEN BASES [J].
BONVICIN.P ;
LEVI, A ;
LUCCHINI, V ;
SCORRANO, G ;
MODENA, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (18) :5960-5964
12345678