Name: ACTH (4-7), Pro-Gly-Pro-
SKU: 80714-61-0

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Basic Information

Molecular Structure:
CAS No.:	80714-61-0
Name:	ACTH (4-7), Pro-Gly-Pro-
Article Data:	2

Formula:	C₃₇H₅₁N₉O₁₀S
Molecular Weight:	813.932
Synonyms:	Lys(Z)-OBzl.TosOH;H-Met-Glu-His-Phe-Pro-Gly-Pro;TsOHH-Lys(Z)-OBzl;Desmodur N 3390 BA;Met-Glu-His-Phe-Pro-Gly-Pro;1,3,5-tris[6-isocyanatohexyl]-2,4,6-trioxo-s-triazine;trimeric hexamethylene diisocyanate;hexamethylene diisocyanate isocyanurate;tris(6-isocyanatohexyl) isocyanurate;1,3,5-Tris(isocyanatohexamethylene)isocyanurate;HMDI trimer;H-MeLeu-OMe;H-Lys(Z)-OBzlTosOH;L-2-methylleucine methyl ester;
Density:	1.391g/cm³
Boiling Point:	1335.2°Cat760mmHg
Flash Point:	761.3°C
PSA:	325.58000
LogP:	2.71460

Synthetic route

: 111491-74-8
C50H75N9O12S

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Conditions	Yield
With dimethylsulfide; trifluoroacetic acid In various solvent(s) at 30℃; for 3h;	88%

: 92411-06-8
Boc-Met-Glu-His-Phe-Pro-Gly-Pro

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Conditions	Yield
With hydrogenchloride In acetic acid for 0.5h; Ambient temperature;	57%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 9 steps
1: 53 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
2: 100 percent / CH2Cl2 / 0.67 h / Ambient temperature
3: 70 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
4: CH2Cl2 / Ambient temperature
5: 75 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
6: CH2Cl2 / Ambient temperature
7: 1.) aq. H2SO4, 2.) 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / 2.) THF, room temp., 3 days
8: 76 percent / 1,4-cyclohexadiene / Pd-black / ethanol / 2 h / Heating
9: 57 percent / 1 N HCl / acetic acid / 0.5 h / Ambient temperature
View Scheme

: 1738-78-9
L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 9 steps
1: 88 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
2: 93 percent / cyclohexene / Pd-black / ethanol / 1 h / Heating
3: 70 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
4: CH2Cl2 / Ambient temperature
5: 75 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
6: CH2Cl2 / Ambient temperature
7: 1.) aq. H2SO4, 2.) 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / 2.) THF, room temp., 3 days
8: 76 percent / 1,4-cyclohexadiene / Pd-black / ethanol / 2 h / Heating
9: 57 percent / 1 N HCl / acetic acid / 0.5 h / Ambient temperature
View Scheme

: 92411-01-3
Boc-His-Phe-OBzl

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 8 steps
1: 93 percent / cyclohexene / Pd-black / ethanol / 1 h / Heating
2: 70 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
3: CH2Cl2 / Ambient temperature
4: 75 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
5: CH2Cl2 / Ambient temperature
6: 1.) aq. H2SO4, 2.) 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / 2.) THF, room temp., 3 days
7: 76 percent / 1,4-cyclohexadiene / Pd-black / ethanol / 2 h / Heating
8: 57 percent / 1 N HCl / acetic acid / 0.5 h / Ambient temperature
View Scheme

: 92411-02-4
Boc-His-Phe

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 7 steps
1: 70 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
2: CH2Cl2 / Ambient temperature
3: 75 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / tetrahydrofuran / 48 h / Ambient temperature
4: CH2Cl2 / Ambient temperature
5: 1.) aq. H2SO4, 2.) 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide, triethylamine / 2.) THF, room temp., 3 days
6: 76 percent / 1,4-cyclohexadiene / Pd-black / ethanol / 2 h / Heating
7: 57 percent / 1 N HCl / acetic acid / 0.5 h / Ambient temperature
View Scheme

: 5497-76-7
L-proline tert-butyl ester hydrochloride

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 6 steps
1: 1) (CH3)3SiCl; 2) Et3N, butyl chloroformate / 1) CH2Cl2-DMFA 2) CH2Cl2.
2: 88 percent / 80percent AcOH / 1 h / 40 °C
3: 1) (CH3)3SiCl; 2) Et3N, butyl chloroformate / 1) CH2Cl2-DMFA; 2) CH2Cl2.
4: 73 percent / hydrogen, Pd black / methanol / 3 h
5: 76 percent / 1) isoamyl nitrite, Et3N, HCl / dioxane; CHCl3; dimethylformamide / 1) 0 to 4 deg C, 12 h; 2) 20-25 deg C, 5 h.
6: 88 percent / CF3COOH, dimethyl sulfide / various solvent(s) / 3 h / 30 °C
View Scheme

: 60166-68-9
glycylproline tert-butyl ester

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1) (CH3)3SiCl; 2) Et3N, butyl chloroformate / 1) CH2Cl2-DMFA; 2) CH2Cl2. 2: 73 percent / hydrogen, Pd black / methanol / 3 h 3: 76 percent / 1) isoamyl nitrite, Et3N, HCl / dioxane; CHCl3; dimethylformamide / 1) 0 to 4 deg C, 12 h; 2) 20-25 deg C, 5 h. 4: 88 percent / CF3COOH, dimethyl sulfide / various solvent(s) / 3 h / 30 °C View Scheme

: 111491-71-5
(S)-1-[2-(Trityl-amino)-acetyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Yield

Multi-step reaction with 5 steps
1: 88 percent / 80percent AcOH / 1 h / 40 °C
2: 1) (CH3)3SiCl; 2) Et3N, butyl chloroformate / 1) CH2Cl2-DMFA; 2) CH2Cl2.
3: 73 percent / hydrogen, Pd black / methanol / 3 h
4: 76 percent / 1) isoamyl nitrite, Et3N, HCl / dioxane; CHCl3; dimethylformamide / 1) 0 to 4 deg C, 12 h; 2) 20-25 deg C, 5 h.
5: 88 percent / CF3COOH, dimethyl sulfide / various solvent(s) / 3 h / 30 °C
View Scheme

: 111491-73-7
phenylalanylprolylglycylproline tert-butyl ester

: 80714-61-0
H-Met-Glu-His-Phe-Pro-Gly-Pro

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / 1) isoamyl nitrite, Et3N, HCl / dioxane; CHCl3; dimethylformamide / 1) 0 to 4 deg C, 12 h; 2) 20-25 deg C, 5 h. 2: 88 percent / CF3COOH, dimethyl sulfide / various solvent(s) / 3 h / 30 °C View Scheme