125700-67-6

Basic information

• Product Name: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate
• Synonyms: benzotriazol-1-yl-tetramethyluroniumtetrafluoroborate;N,N,N',N'-TETRAMETHYL-O-(BENZOTRIAZOL-1-YL)URONIUM TETRAFLUOROBORATE;O-(1H-BENZOTRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYLURONIUM TETRAFLUOROBORATE;O-(1H-BENZOTRIAZOLE-1-YL) N,N,N',N'-TETRAMETHYL URONIUM TETRAFLUOROBORATE;O-(1H-BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYL-URONIUM TETRAFLUOROBORATE;O-(1H-BENZOTRIAZOL-1-YL)-N,N,N',N'-PENTAMETHYLENE-URONIUM TETRAFLUOROBORATE;O-(1H-BENZO-1,2,3-TRIAZOL-1-YL)-N,N,N',N'-TETRAMETHYL-URONIUM TETRAFLUOROBORATE;O-(BENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONIUM TETRAFLUOROBORATE
• CAS NO: 125700-67-6
• Molecular Formula: BF₄*C₁₁H₁₆N₅O
• Molecular Weight: 321.08
• EINECS: 423-040-4
• Product Categories: Amino Acid Derivatives;Coupling Reagent;PROTECTED AMINO ACID & PEPTIDES;Peptide Coupling Reagents;B (Classes of Boron Compounds);Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry;Tetrafluoroborates;Peptide
• Mol File: 125700-67-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 205 °C (dec.)(lit.)
• Flash Point: STABILITY
• Appearance: /Powder
• Storage Temp.: 2-8°C
• Solubility: acetonitrile: 0.1 g/mL, clear
• Water Solubility: Soluble in acetonitrile (100 mg/ml, clear, colorless), DMF (160.55 mg/ml, clear), and water (3 mg/ml at 20°C).
• Sensitive: Moisture Sensitive
• BRN: 7066325
• CAS DataBase Reference: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate(125700-67-6)
• EPA Substance Registry System: 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate(125700-67-6)

Safety Data

• Hazard Codes: Xi,F,E
• Statements: 36/37/38-5-2
• Safety Statements: 26-36-37/39-36/37/39-35
• RIDADR: 1325
• WGK Germany: 3
• F: 8-10-21
• HazardClass: 4.1
• PackingGroup: Ⅱ
• Hazardous Substances Data: 125700-67-6(Hazardous Substances Data)

Usage

Chemical Properties

2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate is WHITE TO PALE CREAM FINE CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 125700-67-6 differently. You can refer to the following data:
1. 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate is used in the synthesis of tetrapeptoid analogues of the antiprotocoal compound Apicidin (A726300). Also used in the synthesis of acid based t-antigen glycodendrimers.
2. Coupling reagent for peptide synthesis causing low racemization. R. Knorr, A. Trzeciak, W. Bannwarth and D. Gillessen, THL 30, 1927 (1989)
3. Coupling reagent which is ideally suited for solid-phase peptide synthesis.

InChI:InChI=1/C11H16N5O.BF4/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;2-1(3,4)5/h5-8H,1-4H3;/q+1;-1

Synthetic route

N-methyl-p-aminophenol (150-75-4) + (R)-N2-[(4-amino-3,5-dichlorophenyl)sulphonyl]-N5-[amino(nitroimino)methyl]-ornithine (164646-22-4) + N-ethyl-N,N-diisopropylamine (7087-68-5) → O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
	58%

H-D-Arg(NO2)-OH + (R)-N5-[amino(nitroimino)methyl]-N2-[(2-naphthyl)carbonyl]-ornithine (164648-71-9) + 2-naphthaloyl chloride (2243-83-6) → (R)-N5-[Amino(nitroimino)methyl]-N-[(4-hydroxyphenyl)-methyl]-N2-(2-naphthoyl)-ornithinamide (164647-69-2) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
	A n/a B 36%

diphenylacetic acid chloride (1871-76-7) → (R,S)-N5-(Aminocarbonyl)-N2-(diphenylacetyl)-N-[(4-hydroxyphenyl)methyl]-ornithinamide (164644-76-2) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
	A n/a B 34%

N,N,N',N'-tetramethylchlorformamidinium chloride (56043-45-9, 13829-06-6) + 1-Hydroxy-1,2,3-benzotriazole potassium salt (62244-77-3) → O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
With potassium chloride; potassium tetrafluoroborate

tetramethylurea (632-22-4) → O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: oxalyl chloride 2: KBF4,KCl View Scheme

succinic acid anhydride (108-30-5) → Mannose amine + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6)

Conditions	Yield
With dmap; benzotriazol-1-ol In ethyl acetate; N,N-dimethyl-formamide

pyrrolidine (123-75-1) + 4-bromo-2-methylbenzoic acid (68837-59-2) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + N-ethyl-N,N-diisopropylamine (7087-68-5) → (4-bromo-2-methylphenyl)(pyrrolidin-1-yl)methanone (276678-35-4)

Conditions	Yield
In tetrahydrofuran; water	98%

6-{[6-(trifluoromethyl)pyridin-3-yl]oxy}quinoline-2-carboxylic acid + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-[(6-{[6-(trifluoromethyl)pyridin-3-yl]oxy}quinolin-2-yl)carbonyl]piperazine-1-carboxylate

Conditions	Yield
With triethylamine In water; ethyl acetate; N,N-dimethyl-formamide	97%

diisopropylethyl amine (861359-74-2) + (L)-α-aspartyl-3-cyclohexyl-(L-alanineamide phenylmethyl ester trifluoroacetate + N-ethyl-N-[1-oxo-4-[1-[(phenylmethoxy)carbonyl]-4-piperidinyl]butyl]glycine (222640-99-5) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → N-[N-ethyl-N-[1-oxo-4-[1-[(phenylmethoxy)carbonyl]-4-piperidinyl]butyl]glycyl]-(L)-α-aspartyl-3-cyclohexyl-(L)-alanineamide phenylmethyl ester

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N-methyl-acetamide; N,N-dimethyl-formamide	95%

Oleanolic acid (508-02-1) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1-benzotriazolyl 3β-hydroxyolean-12-en-28-oate (1596377-01-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 12h;	95%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%

ursolic acid (77-52-1) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1-benzotriazolyl 3β-dihydroxyurs-12-en-28-oate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 4h;

Betulinic acid (472-15-1) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1-benzotriazolyl 3β-hydroxy-lup-20(29)-en-28-oate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 5h; Inert atmosphere;	93%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran

N-Methylhept-5-en-1-amine tosylate salt + (2S,4S)-1-(tert-butoxycarbonyl)-4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)pyrrolidine-2-carboxylic acid (1180495-95-7) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → (2S,4S)-tert-butyl 4-(8-chloro-2-(4-isopropylthiazol-2-yl)-7-methoxyquinolin-4-yloxy)-2-(hex-5-enyl(methyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	92%

4-methyl-morpholine (109-02-4) + 1-amino-4-[(tert-butyloxycarbonyl)amino]butane (68076-36-8) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → {4-[3-({2-[(4-Cyano-phenylamino)-methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}-phenyl-amino)-propionylamino]-butyl}-carbamic acid tert-butyl ester (1315605-54-9)

Conditions	Yield
In N,N-dimethyl-formamide	92%

hedaragenin (465-99-6) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → benzotriazol-1-yl (3β)3,23-dihydroxyolean-12-en-28-oate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	92%

maslinic acid (4373-41-5, 5957-40-4, 26563-68-8, 26707-60-8, 120707-84-8, 125137-38-4) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → C36H51N3O4

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 20℃; for 12h;	92%

oleanolic acid 3-acetate (4339-72-4) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → C38H53N3O4

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 20℃; for 12h;	91%

N-Methylhept-5-en-1-amine tosylate salt + (2S,4S)-1-(tert-butoxycarbonyl)-4-(7-methoxy-8-methyl-2-(4-(trifluoromethyl)thiazol-2-yl)quinolin-4-yloxy)pyrrolidine-2-carboxylic acid (1180495-88-8) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → (2S,4S)-tert-butyl 2-(hex-5-enyl(methyl)carbamoyl)-4-(7-methoxy-8-methyl-2-(4-(trifluoromethyl)thiazol-2-yl)quinolin-4-yloxy)pyrrolidine-1-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	90%

(2α,3β)-2,3-diacetyloxy-olean-12-en-28-oic acid (6089-92-5) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → C40H55N3O6

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 20℃; for 12h;	90%

enoxolone (471-53-4) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1H‐benzo[d][1,2,3]triazol‐1‐yl‐3β‐hydroxy‐11‐oxo‐olean‐12‐en‐30‐oate (1612838-71-7)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h;	90%

echinocystic acid (510-30-5) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1-benzotriazolyl 3β,16α-dihydroxyolean-12-en-28-oate (1438766-88-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 4h;	89%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	86%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; Inert atmosphere;	86%

O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + biotin (58-85-5) → C16H19N5O3S

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 4h;	89%

6-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (1159252-14-8) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 2-Amino-2-methyl-1-propanol (124-68-5) + N-ethyl-N,N-diisopropylamine (7087-68-5) → 6-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-ylmethoxy]-pyridazine-3-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (1159252-13-7)

Conditions	Yield
In N,N-dimethyl-formamide	88%

2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1613191-77-7) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1H-benzo[d][1,2,3]triazol-1-yl 2-amino-6-fluoropyrazolo[1,5-a]pyrimidine-3-carboxylate (1613191-75-5)

Conditions	Yield
Stage #1: 2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid With triethylamine In chloroform for 0.0833333h; Stage #2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In chloroform at 60℃; for 1h;	88%
Stage #1: 2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid With triethylamine In chloroform for 0.0833333h; Stage #2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In chloroform at 60℃; for 1h;	88%
Stage #1: 2-amino-6-fluoro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid With triethylamine In chloroform for 0.0833333h; Stage #2: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In chloroform at 60℃; for 1h;	88%
With triethylamine In chloroform at 60℃; for 1h;	88%

2-amino-6-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1613191-81-3) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1H-benzo[d][1,2,3]triazol-1-yl 2-amino-6-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (1613191-79-9)

Conditions	Yield
With triethylamine In chloroform at 50℃; for 1h;	88%
With triethylamine In chloroform at 50℃; for 1h;	88%
With triethylamine In chloroform at 50℃; for 1h;	88%

O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 2-hydroxy-5-nitroaniline (99-57-0) → N,N-dimethyl-5-nitro-1,3-benzoxazol-2-amine

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 10h;	86.5%

2-amino-5-(trifluoromethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1H-benzo[d][1,2,3]triazol-1-yl 2-amino-5-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions	Yield
With triethylamine In chloroform at 50℃; for 0.333333h;	86%
In chloroform at 50℃; for 0.333333h;	86%

N-methylhex-5-en-1-amine tosylate salt (1108656-90-1) + (1R,2R,4R)-4-(tert-butyldiphenylsilanyloxy)cyclohexane-1,2-dicarboxylic acid 2-tert-butyl ester (1265883-88-2) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + N-ethyl-N,N-diisopropylamine (7087-68-5) → (1R,2R,4R)-5-(tert-butyl-diphenyl-silanyloxy)-2-(hex-5-enyl-methyl-carbamoyl)-cyclohexanecarboxylic acid tert-butyl ester

Conditions	Yield
In N,N-dimethyl-formamide	85%

O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + N(1)-(4-chlorophenyl)-2-hydrazino-2-thioxoacetamide (669065-21-8) → N-(4-chlorophenyl)-5-(dimethylamino)-1,3,4-thiadiazole-2-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 10h;	84.6%

2-amino-6-(cyanomethyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (1613191-85-7) + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) → 1H-benzo[d][1,2,3]triazol-1-yl 2-amino-6-(cyanomethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (1613191-82-4)

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	84%
With triethylamine In dichloromethane at 20℃; for 1h;	84%
With triethylamine In dichloromethane at 20℃; for 1h;	84%

6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinoline-2-carboxylic acid + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 4-(piperidin-4-yl)morpholine (53617-35-9) → [4-(morpholin-4-yl)piperidin-1-yl](6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)methanone

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol; ethyl acetate; N,N-dimethyl-formamide	84%

O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 5-[4-(1-triphenylmethylimidazol-2-ylamino)butyl]isoxazoline-3-carboxylic acid (185563-95-5) → tert-Butyl 3-{5-[4-(1-triphenylmethylimidazol-2-ylamino)butyl]isoxazoline-3-carbonyl}amino-2-(S)-(2,4,6-trimethylbenzenesulfonylamino)propionate

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide	83%

6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinoline-2-carboxylic acid + O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (125700-67-6) + 1-cyclobutyl-piperazine (132800-13-6) → (4-cyclobutylpiperazin-1-yl)(6-{[5-(trifluoromethyl)pyridin-2-yl]oxy}quinolin-2-yl)methanone

Conditions	Yield
With triethylamine; trifluoroacetic acid In water; dimethyl sulfoxide; acetonitrile	83%

Upstream product

• 56043-45-9 N,N,N',N'-tetramethylchlorformamidinium chloride 
• 62244-77-3 1-Hydroxy-1,2,3-benzotriazole potassium salt 
• 632-22-4 tetramethylurea 
• 150-75-4 N-methyl-p-aminophenol 
• 164646-22-4 (R)-N₂-[(4-amino-3,5-dichlorophenyl)sulphonyl]-N₅-[amino(nitroimino)methyl]-ornithine 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 164648-71-9 (R)-N₅-[amino(nitroimino)methyl]-N₂-[(2-naphthyl)carbonyl]-ornithine 
• 2243-83-6 2-naphthaloyl chloride 
• 1871-76-7 diphenylacetic acid chloride 
• 108-30-5 succinic acid anhydride 

Downstream Products

• 486436-75-3 ethyl 2-(biphenyl-2-carbonylamino)-thiazole-4-carboxylate 
• 442548-85-8 6-Fluoro-8-(4-methyl-piperazin-1-yl)-4-oxo-4H-chromene-2-carboxylic acid (3-chloro-4-morpholin-4-yl-phenyl)-amide 
• 389891-10-5 (E)-N-{(S)-1-[4-(4-chlorobenzoyl)-piperidin-1-yl-methyl]-2-hydroxyethyl}-3-(5-cyano-2-methoxyphenyl)acrylamide 
• 389891-08-1 (E)-N-{(S)-2-[4-(4-Fluoro-benzoyl)-piperidin-1-yl]-1-hydroxymethyl-ethyl}-3-(5-cyano-2-methoxy-phenyl)-acrylamide 
• 345583-03-1 (2S)-N-{3-Chloro-4-[4-(2-oxo-2H-3,1-benzoxazin-1(4H)-yl)piperidin-1-yl]phenyl}-1-methylpyrrolidine-2-carboxamide 
• 402573-49-3 4-[(3-chloro-4-fluorophenyl)amino]-6-cyclopentylmethoxy-7-(2-{4-[(S)-(2-oxo-tetrahydrofuran-5-yl)carbonyl]-piperazin-1-yl}-ethoxy)-quinazoline 
• 474917-96-9 methyl 2-(4-{[4-{[(benzyloxy)(oxo)acetyl]amino}-N-(tert-butoxycarbonyl)-L-phenylalanyl]amino}butoxy)-6-hydroxybenzoate 
• 402925-03-5 2-[(4-{2-acetylamino-2-[4-(2-trimethylsilanyl-ethoxycarbonyl)-butylcarbamoyl]-ethyl}-2-ethyl-phenyl)-tert-butoxyoxalyl-amino]-benzoic acid benzhydryl ester 
• 335155-34-5 (R)-N-(1-Aza-bicyclo[2.2.2]oct-3-yl)[Z-3-(phenylthio)propenamide]hydrochloride 
• 301847-26-7 Isopropyl 3-Amino-4,6-diphenyl-thieno[2,3-b]pyridine-2-carboxamide 
• 204700-24-3 4-(3-Cyclopentyloxy-4-methoxybenzyl)-1-(imidazol-4-ylcarbonyl)piperidine 

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The present invention provides effective motifs for RNA agents conjugated to at least one ligand, which are advantageous for the in vivo delivery of iRNA duplex agents. Additionally, the present invention provides methods of making these compositions, as well as methods of introducing these iRNA duplex agents into cells using these compositions, e.g., for the treatment of various disease conditions.

Amino acid derivatives, pharmaceutical compositions containing these compounds and processes for preparing them

NPY-antagonistic compounds of the formula STR1 Exemplary are: (A) (R)-N-[[4-(Aminocarbonylaminomethyl)phenyl]methyl]-N 2-bis(4-hydroxyphenyl)acetyl]-argininamide-trifluoracetate;(B) (R)-N-[[4-(Aminocarbonylaminomethyl)phenyl]methyl]-N 2-[bis(4-chlorphenyl)acetyl]-argininamide-trifluoracetate;(C) (R)-N-[[4-Aminocarbonylaminomethyl)phenyl]methyl]-N 2-(diphenylacetyl)-argininamide-trifluoracetate;(D) (R)-N 2-(Diphenylacetyl)-N-[[4-(ethoxycarbonylmethylamino-carbonylaminomethyl) phenyl]methyl]-argininamide-trifluoroacetate;(E) (R,S)-N 5-(Aminoiminomethyl)-N 2-(diphenylacetyl)-N-[(4-hy-droxyphenyl)methyl]-N 5-methyl-ornithinamide-hydrochloride; (F) (R)-N-[[4-(Aminocarbonylmethyl)phenyl]methyl]-N 2-(diphenyl-acetyl)-argininamide-diacetate;(G) (R)-N. sup. 2-(Diphenylacetyl)-N-[[4-(ethylaminocarbonylamino-methyl)-phenyl]methyl]-argininamide-bis-(trifluoroacetate); and,(H) (R)-N. sup.2-(Diphenylacetyl)-N-[[4-(ethoxycarbonylamino-carbonylaminomethyl) phenyl]methyl]-argininamide-trifluoroacetate.

NEW COUPLING REAGENTS IN PEPTIDE CHEMISTRY

2-(1H-Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU) has been applied as coupling reagent to solid phase peptide synthesis.Furthermore, a general synthetic procedure for new derivatives of different N-hydroxy compounds has been developed.They either act as excellent activating reagents causing low racemization during condensation of peptide segments or are useful tools for the formation of active esters suitable for couplings in mixed aqueous / organic media, respectively.