22888-59-1|(S)-Methyl 2-amino-5-guanidinopentanoate hydrochloride| Ambeed

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 22888-59-1 ]

[ 22888-59-1 ] Synthesis Path-Downstream 1~54

1
[ 67-56-1 ]
[ 22888-59-1 ]

References: [1]Chemische Berichte,1905,vol. 38,p. 4184.
Chemisches Zentralblatt,1905,vol. 76,p. 355.

2
[ 22888-59-1 ]
N-[2-(4-Nitro-phenoxy)-acetyl]-acetamide [ No CAS ]
[ 69536-82-9 ]

References: [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1978,vol. 259,p. 1667 - 1673.

3
[ 67-56-1 ]
[ 74-79-3 ]
[ 22888-59-1 ]

References: [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2006,vol. 45,p. 1942 - 1944.
[2]Journal of Organic Chemistry,1986,vol. 51,p. 2728 - 2735.
[3]MedChemComm,2014,vol. 5,p. 671 - 676.

4
[ 61696-55-7 ]
[ 22888-59-1 ]
(S)-5-Guanidino-2-[(2R,3R,11R,12R)-3,11,12-tris-((S)-4-guanidino-1-methoxycarbonyl-butylcarbamoyl)-1,4,7,10,13,16-hexaoxa-cyclooctadecane-2-carbonyl]-amino}-pentanoic acid methyl ester [ No CAS ]

References: [1]Helvetica Chimica Acta,1982,vol. 65,p. 1853 - 1867.

5
[ 13512-31-7 ]
[ 22888-59-1 ]
[ 102683-29-4 ]

References: [1]Journal of Organic Chemistry,1986,vol. 51,p. 2728 - 2735.

6
[ 22888-59-1 ]
[ 102988-95-4 ]
[ 102683-29-4 ]

References: [1]Journal of Organic Chemistry,1986,vol. 51,p. 2728 - 2735.
[2]Analytical Chemistry,2004,vol. 76,p. 6989 - 6997.

7
[ 22888-59-1 ]
[ 7432-21-5 ]
[ 111237-79-7 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

8
[ 22888-59-1 ]
[ 2279-15-4 ]
[ 111237-81-1 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

9
[ 1234-35-1 ]
[ 22888-59-1 ]
Z-Arg-Arg-OMe [ No CAS ]

References: [1]Journal of general chemistry of the USSR,1969,vol. 39,p. 81 - 83.
Zhurnal Obshchei Khimii,1969,vol. 39,p. 92 - 96.

10
[ 1809-20-7 ]
[ 22888-59-1 ]
(S)-2-(Diisopropoxy-phosphorylamino)-5-guanidino-pentanoic acid methyl ester [ No CAS ]

References: [1]Phosphorus, Sulfur and Silicon and the Related Elements,1995,vol. 106,p. 131 - 136.

11
[ 22888-59-1 ]
{4-[3-((5Z,10Z,14Z,19Z)-10,15,20-Tri-pyridin-4-yl-porphyrin-5-yl)-phenoxy]-butyrylamino}-acetic acid benzotriazol-1-yl ester [ No CAS ]
(E)-(S)-5-Guanidino-2-(2-{4-[3-((5Z,10Z,14Z,19Z)-10,15,20-tri-pyridin-4-yl-porphyrin-5-yl)-phenoxy]-butyrylamino}-acetylamino)-pent-4-enoic acid methyl ester; hydrochloride [ No CAS ]

References: [1]Tetrahedron,1996,vol. 52,p. 13569 - 13588.

12
[ 22888-59-1 ]
[ 18598-71-5 ]

References: [1]Journal of the Chemical Society. Perkin Transactions 2 (2001),1998,p. 335 - 342.

15
[ 22888-59-1 ]
dilithium bis(5,5'-ethylphosphonato)-6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spiro-bisindane [ No CAS ]
C₂₅H₃₄O₈P₂*C₇H₁₆N₄O₂ [ No CAS ]

References: [1]Organic Letters,2000,vol. 2,p. 605 - 607.

16
[ 22888-59-1 ]
dilithium bis(5,5'-ethylphosphonato)-6,6'-(2,4,5-trimethyl-1,3-benzyloxy)-3,3,3',3'-tetramethyl-1,1'-spiro-bisindane [ No CAS ]
C₉H₈C₂₅H₃₄P₂O₈*C₇H₁₆N₄O₂ [ No CAS ]

References: [1]Organic Letters,2000,vol. 2,p. 605 - 607.

17
C₂₅H₃₄O₈P₂*C₇H₁₆N₄O₂ [ No CAS ]
[ 22888-59-1 ]
dilithium bis(5,5'-ethylphosphonato)-6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spiro-bisindane [ No CAS ]

References: [1]Organic Letters,2000,vol. 2,p. 605 - 607.

18
C₉H₈C₂₅H₃₄P₂O₈*C₇H₁₆N₄O₂ [ No CAS ]
[ 22888-59-1 ]
dilithium bis(5,5'-ethylphosphonato)-6,6'-(2,4,5-trimethyl-1,3-benzyloxy)-3,3,3',3'-tetramethyl-1,1'-spiro-bisindane [ No CAS ]

References: [1]Organic Letters,2000,vol. 2,p. 605 - 607.

19
[ 22888-59-1 ]
17,17,40,40-tetramethyl-1,10,24,33-tetraoxy[2](2,6)pyridino[2.1]paracyclo[2](2,6)-pyridino[2.1]paracyclophane-12,20,35,43-tetraphosphonic acid tetraethylester tetralithium salt [ No CAS ]
C₅₂H₆₂N₂O₁₆P₄*2C₇H₁₆N₄O₂ [ No CAS ]

References: [1]Organic Letters,2001,vol. 3,p. 1597 - 1600.

20
[ 22888-59-1 ]
[ 2949-22-6 ]
[ 340187-94-2 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

21
[ 24424-99-5 ]
[ 22888-59-1 ]
N^α-tert-Butoxycarbonyl-l-arginine methyl ester hydrochloride [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2001,p. 2063 - 2070.

22
[ 22888-59-1 ]
single chain schizophyllan [ No CAS ]
3.6 percent L-arginine per side chain glucose unit-modified single chain schizophyllan [ No CAS ]

References: [1]Bioorganic Chemistry,2003,vol. 31,p. 163 - 171.

23
[ 22888-59-1 ]
single chain schizophyllan [ No CAS ]
9.3 percent L-arginine per side chain glucose unit-modified single chain schizophyllan [ No CAS ]

References: [1]Bioorganic Chemistry,2003,vol. 31,p. 163 - 171.

24
[ 22888-59-1 ]
single chain schizophyllan [ No CAS ]
18.1 percent L-arginine per side chain glucose unit-modified single chain schizophyllan [ No CAS ]

References: [1]Bioorganic Chemistry,2003,vol. 31,p. 163 - 171.

25
[ 22888-59-1 ]
single chain schizophyllan [ No CAS ]
36.0 percent L-arginine per side chain glucose unit-modified single chain schizophyllan [ No CAS ]

References: [1]Bioorganic Chemistry,2003,vol. 31,p. 163 - 171.

26
[ 22888-59-1 ]
[ 133641-28-8 ]
(Z)-Trp-Arg-OMe [ No CAS ]

References: [1]Analytical Chemistry,2004,vol. 76,p. 6989 - 6997.

27
[ 22888-59-1 ]
(S)-1-(4-amino-5-hydrazinyl-5-oxopentyl)guanidine [ No CAS ]

References: [1]Analytical Chemistry,2004,vol. 76,p. 6989 - 6997.

28
[ 22888-59-1 ]
[ 150376-49-1 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

29
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-Val-O-tBu [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

30
[ 22888-59-1 ]
[ 340187-96-4 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

31
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp(O-t-Bu)-(S)-phenylglycine-O-tBu [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

32
[ 22888-59-1 ]
[ 340187-95-3 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

33
[ 22888-59-1 ]
[ 340187-99-7 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

34
[ 22888-59-1 ]
[ 340187-98-6 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

35
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-Val-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

36
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-Leu-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

37
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-Ser-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

38
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-(S)-phenylglycine-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

39
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-Phe-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

40
[ 22888-59-1 ]
{2-[4-(S)-(3-guanidinopropyl)-2,5-dioxo-imidazolidin-1-yl]acetyl}-Asp-(S)-hexahydrophenylglycine-OH trifluoroacetate [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1158 - 1176.

41
[ 22888-59-1 ]
(S)-2-(4,6-Dichloro-[1,3,5]triazin-2-ylamino)-5-guanidino-pentanoic acid methyl ester; hydrochloride [ No CAS ]

References: [1]Journal of the Chemical Society. Perkin Transactions 2 (2001),1998,p. 335 - 342.

42
[ 22888-59-1 ]
[ 111237-89-9 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

43
[ 22888-59-1 ]
[ 111237-97-9 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

44
[ 22888-59-1 ]
[ 111320-52-6 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

45
[ 22888-59-1 ]
[ 111237-92-4 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

46
[ 22888-59-1 ]
[ 111237-94-6 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

47
[ 22888-59-1 ]
[ 111237-84-4 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

48
[ 22888-59-1 ]
[ 111237-86-6 ]

References: [1]Journal of Medicinal Chemistry,1988,vol. 31,p. 295 - 300.

49
[ 22888-59-1 ]
(2R,3R,11R,12R)-2,3,11,12-tetrakis<N<(1S)-(1-carboxylato-4-guanidino)butyl>carbamoyl>-1,4,7,10,13,16-hexaoxacyclooctadecane [ No CAS ]

References: [1]Helvetica Chimica Acta,1982,vol. 65,p. 1853 - 1867.

50
[ 22888-59-1 ]
[ 126712-73-0 ]

References: [1]Journal of general chemistry of the USSR,1969,vol. 39,p. 81 - 83.
Zhurnal Obshchei Khimii,1969,vol. 39,p. 92 - 96.

51
(DS) quillaja saponin [ No CAS ]
[ 22888-59-1 ]
arginine methyl ester-saponin [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In methanol; for 48h;	To 2.5 gm (1.5 mmoles) of DS quillaja saponins (I) dissolved in 25 mL of pyridine, was added 4.5 mmoles (0.93 g) of dicyclohexylcarbodiimide (DCC) and 4.5 mmoles (0.52 g) of N-hydroxysuccinimide (NHS), each dissolved in 12.5 mL of pyridine each. To the reaction mixture 0.8 g of <strong>[22888-59-1]L-arginine methyl ester dihydrochloride</strong> (IV) (3.0 mmol) dissolved in methanol (10 mL) was added drop wise with stirring over a period of 2 hours. The reaction was then allowed to proceed with stirring for 2 days. Glacial acetic acid (0.2 mL) was added to the reaction, and the mixture was stirred overnight at room temperature. The resulting suspension was added to distilled water (250 mL) and stirred overnight. Precipitated material (mostly N,N'-dicyclohexyl urea) was removed by filtration. The clear filtrate was evaporated on a rotary evaporator to remove the pyridine. The resulting syrup containing the derivatized saponin was diluted with water put in dialysis bags (M.W. cutoff 3,000) and dialyzed against several changes of 40 mmolar acetic acid for 3 days. Continue dialysis against several changes of water, filter the dialyzed solution, and lyophilize to obtain the dry arginine methyl ester-saponin (V).

References: [1]Patent: US2004/242502,2004,A1 .Location in patent: Page 14-15; 17.

52
[ 907190-93-6 ]
[ 22888-59-1 ]
methyl N-[3-(3,5-dichlorophenyl)-1-(2-naphthyl)-1H-pyrazol-5-yl]-β-alanyl-L-argininate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		The mixture of N-[3-(3,5-dichlorophenyl)-l-(2-naphthyl)-lH-pyrazol-5-yl]-beta-alanine (42.5mg, O.lOmmol), methyl L-argininate dihydrochloride, (52.2mg, 0.2mmol), l-(3-Dimethylaminopropyl)-3- EPO <DP n="44"/>ethylcarbodiimide hydrochloride (38.3mg, 0.2mmol), 4-Dimethylaminopyridine (73.3mg, O.mmol) in 2ml N,N-dimethylformamide was stirred at 4O0C for 12 hour. The reaction mixture was quenched with H2O (2OmL), then extracted with EtOAc (3 x 2OmL) and the combined organic extracts washed with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude was purified by reverse phase HPLC to give Methyl N-[3-(3,5-dichlorophenyl)-l-(2-naphthyl)-l H-pyrazol-5-yl]-beta- alanyl-L-argininate as product. 1H NuMR (MD3OD), 500 MHz) delta 8.082-8.079 (d, IH), 8.04-8.02 (d, IH), 7.97-7.93 (m, 2H), 7.797-7.794 (m, 2H), 7.73-7.70 (m, IH), 7.57-7.54 (m, 2H), 7.386-7.379 (t, IH), 4.42- 4.40 (m, IH), 3.60 (s, 3H), 3.51-3.49 (t, 2H), 3.11-3.10 (br, 2H), 2.63-2.58 (m, 2H), 1.86-1.84 (m, IH), 1.68-1.65 (m, IH), 1.60-1.55 (m,, 2H). MS (ESI) 596.36 (M+H-H)

References: [1]Patent: WO2006/88813,2006,A1 .Location in patent: Page/Page column 42-43.

53
[ 22888-59-1 ]
2-(dimethylamino)naphthalene-6-sulfonyl chloride [ No CAS ]
N₂-(6-dimethylamino-2-naphthalenesulfonyl)-L-arginine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; water;	EXAMPLE 1 To a solution of 1.0 gram of <strong>[22888-59-1]L-arginine methyl ester dihydrochloride</strong> in 50 ml of dichloromethane and 1.15 gram of triethylamine, was added 1.03 gram of 6-dimethylamino-2-naphthalenesulfonylchloride with stirring at room temperature. After being stirred for 5 hours at room temperature, the reaction mixture was poured into 30 ml of water. After separation of the aqueous layer, the dichloromethane solution was dried over anhydrous Na2 SO4, and filtered off, and then the solution was evaporated under reduced pressure to give N2 -(6-dimethylamino-2-naphthalenesulfonyl)-L-arginine methyl ester.

References: [1]Patent: US4168307,1979,A .

54
[ 1082347-97-4 ]
[ 22888-59-1 ]
C₃₅H₅₈N₆O₅ [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2008,vol. 51,p. 4306 - 4314.

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H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 22888-59-1

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CAS No.: 22888-59-1

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[ 22888-59-1 ] Synthesis Path-Downstream 1~54

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