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2503-26-6

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Basic Information
CAS No.: 2503-26-6
Name: destruxin B
Article Data: 3
Molecular Structure:
Molecular Structure of 2503-26-6 (destruxin B)
Formula: C30H51 N5 O7
Molecular Weight: 593.764
Synonyms: Pyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecine-1,4,7,10,14,17(11H,16H)-hexone,3-sec-butyldodecahydro-16-isobutyl-6-isopropyl-5,8,9-trimethyl- (7CI);Pyrrolo[1,2-d][1,4,7,10,13,16]oxapentaazacyclononadecine, cyclic peptidederiv.; Cyclo[N-methyl-L-alanyl-b-alanyl-(2R)-2-hydroxy-4-methylpentanoyl-L-prolyl-L-isoleucyl-N-methyl-L-valyl];NSC 236580; SB 242536
Density: 1.17g/cm3
Melting Point: 234 °C
Boiling Point: 875°Cat760mmHg
Flash Point: 483°C
PSA: 145.43000
LogP: 1.78730
Related products
Synthetic route

(S)-2-[((S)-2-{[(2S,3S)-2-({(S)-1-[(R)-2-(3-Amino-propionyloxy)-4-methyl-pentanoyl]-pyrrolidine-2-carbonyl}-amino)-3-methyl-pentanoyl]-methyl-amino}-3-methyl-butyryl)-methyl-amino]-propionic acid

2503-26-6

destruxin B

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water65%
187753-76-0

C30H51N5O7N2H4(C5H8O2)2

2503-26-6

destruxin B

Conditions
ConditionsYield
Stage #1: C30H51N5O7N2H4(C5H8O2)2 With trifluoroacetic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With hydrogenchloride; sodium nitrite for 0.25h;
Stage #3: With sodium hydrogencarbonate In dichloromethane at 20℃; for 15h; Further stages.;		65%
Multi-step reaction with 3 steps
1: TFA / CH2Cl2
2: NaNO3, HCl / H2O
3: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
20312-37-2

(R)-2-hydroxy-4-methylpentanoic acid

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 93 percent / DCC; HOBt hydrate / CH2Cl2 / 21 h / 0 - 20 °C
2.1: 98 percent / DCC; DMAP / CH2Cl2 / 21 h / 0 - 20 °C
3.1: H2 / Pd/C / methanol / 2 h
4.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
5.1: TFA / CH2Cl2 / 0.5 h / 20 °C
5.2: NaNO2; aq. HCl / 0.25 h
5.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 93 percent / DCC; HOBt hydrate / CH2Cl2 / 21 h / 0 - 20 °C
2.1: H2 / Pd/C / methanol / 2 h
3.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
4.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
5.1: TFA / CH2Cl2 / 0.5 h / 20 °C
5.2: NaNO2; aq. HCl / 0.25 h
5.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: 95 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole
2: 95 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine
3: H2 / Pd-C
4: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
5: TFA / CH2Cl2
6: NaNO3, HCl / H2O
7: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
383396-86-9

N'-{(S)-2-[Methyl-((S)-3-methyl-2-methylamino-butyryl)-amino]-propionyl}-hydrazinecarboxylic acid tert-butyl ester

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 345 mg / BOP-Cl; i-Pr2EtN / CH2Cl2 / 14.5 h / 0 - 20 °C
2.1: H2 / Pd/C / methanol / 2 h
3.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
4.1: TFA / CH2Cl2 / 0.5 h / 20 °C
4.2: NaNO2; aq. HCl / 0.25 h
4.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 345 mg / BOP-Cl; i-Pr2EtN / CH2Cl2 / 14.5 h / 0 - 20 °C
2.1: H2 / Pd/C / methanol / 2 h
3.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
4.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
5.1: TFA / CH2Cl2 / 0.5 h / 20 °C
5.2: NaNO2; aq. HCl / 0.25 h
5.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: 84 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphonic chloride, iPr2EtN / CH2Cl2 / 14 h / 0 - 20 °C
2: H2 / Pd-C
3: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
4: TFA / CH2Cl2
5: NaNO3, HCl / H2O
6: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
187753-73-7

(S)-1-((R)-2-Hydroxy-4-methyl-pentanoyl)-pyrrolidine-2-carboxylic acid benzyl ester

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 98 percent / DCC; DMAP / CH2Cl2 / 21 h / 0 - 20 °C
2.1: H2 / Pd/C / methanol / 2 h
3.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
4.1: TFA / CH2Cl2 / 0.5 h / 20 °C
4.2: NaNO2; aq. HCl / 0.25 h
4.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: H2 / Pd/C / methanol / 2 h
2.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
3.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
4.1: TFA / CH2Cl2 / 0.5 h / 20 °C
4.2: NaNO2; aq. HCl / 0.25 h
4.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: 95 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine
2: H2 / Pd-C
3: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
4: TFA / CH2Cl2
5: NaNO3, HCl / H2O
6: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
1026656-54-1

(S)-1-[(R)-2-(3-tert-Butoxycarbonylamino-propionyloxy)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
2.1: TFA / CH2Cl2 / 0.5 h / 20 °C
2.2: NaNO2; aq. HCl / 0.25 h
2.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
2: TFA / CH2Cl2
3: NaNO3, HCl / H2O
4: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme

N'-[(S)-2-({(S)-2-[((2S,3S)-2-Amino-3-methyl-pentanoyl)-methyl-amino]-3-methyl-butyryl}-methyl-amino)-propionyl]-hydrazinecarboxylic acid tert-butyl ester

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
2.1: TFA / CH2Cl2 / 0.5 h / 20 °C
2.2: NaNO2; aq. HCl / 0.25 h
2.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
2.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
3.1: TFA / CH2Cl2 / 0.5 h / 20 °C
3.2: NaNO2; aq. HCl / 0.25 h
3.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
2: TFA / CH2Cl2
3: NaNO3, HCl / H2O
4: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
187753-74-8

Cbz-MeVal-MeAla-NHNHBoc

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: H2 / Pd/C / methanol / 0.5 h / 20 °C
2.1: 345 mg / BOP-Cl; i-Pr2EtN / CH2Cl2 / 14.5 h / 0 - 20 °C
3.1: H2 / Pd/C / methanol / 2 h
4.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
5.1: TFA / CH2Cl2 / 0.5 h / 20 °C
5.2: NaNO2; aq. HCl / 0.25 h
5.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: H2 / Pd/C / methanol / 0.5 h / 20 °C
2.1: 345 mg / BOP-Cl; i-Pr2EtN / CH2Cl2 / 14.5 h / 0 - 20 °C
3.1: H2 / Pd/C / methanol / 2 h
4.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
5.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
6.1: TFA / CH2Cl2 / 0.5 h / 20 °C
6.2: NaNO2; aq. HCl / 0.25 h
6.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1: H2 / Pd-C
2: 84 percent / N,N-bis(2-oxo-3-oxazolidinyl)phosphonic chloride, iPr2EtN / CH2Cl2 / 14 h / 0 - 20 °C
3: H2 / Pd-C
4: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
5: TFA / CH2Cl2
6: NaNO3, HCl / H2O
7: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
55739-22-5

(S)-1-[(R)-2-(3-tert-Butoxycarbonylamino-propionyloxy)-4-methyl-pentanoyl]-pyrrolidine-2-carboxylic acid benzyl ester

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: H2 / Pd/C / methanol / 2 h
2.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
3.1: TFA / CH2Cl2 / 0.5 h / 20 °C
3.2: NaNO2; aq. HCl / 0.25 h
3.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: H2 / Pd-C
2: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
3: TFA / CH2Cl2
4: NaNO3, HCl / H2O
5: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
187753-75-9

Cbz-Ile-MeVal-MeAla-NHNHBoc

2503-26-6

destruxin B

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: H2 / Pd/C / methanol / 2 h
2.1: 233 mg / DCC; HOBt hydrate / CH2Cl2 / 25 h / 0 - 20 °C
3.1: TFA / CH2Cl2 / 0.5 h / 20 °C
3.2: NaNO2; aq. HCl / 0.25 h
3.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: H2 / Pd/C / methanol / 2 h
2.1: 250 mg / DCC; HOBt*H2O / CH2Cl2 / 24.17 h / 0 - 20 °C
3.1: 88 percent / DCC; DMAP / CH2Cl2 / 25 h / 0 - 20 °C
4.1: TFA / CH2Cl2 / 0.5 h / 20 °C
4.2: NaNO2; aq. HCl / 0.25 h
4.3: 65 percent / aq. NaHCO3 / CH2Cl2 / 15 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1: H2 / Pd-C
2: 97 percent / dicyclohexylcarbodiimide, 1-hydroxybenzotriazole,iPr2EtN / CH2Cl2 / 24 h / 0 - 20 °C
3: TFA / CH2Cl2
4: NaNO3, HCl / H2O
5: 65 percent / NaHCO3 / CH2Cl2; H2O
View Scheme
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