cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

Base Information

Chemical Name:cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)
CAS No.:248605-41-6
Molecular Formula:C₃₃H₅₃N₅O₆
Molecular Weight:615.814
Hs Code.:

Synonyms:cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

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Chemical Property of cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

Chemical Property:

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Technology Process of cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

There total 13 articles about cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.2%

: Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoic acid, TFA salt

: 248605-41-6
cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

Guidance literature:: With diphenylphosphoranyl azide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 10 - 20 ℃; for 26.5h;
DOI:10.7164/antibiotics.52.710

Reference yield:

: 112-31-2
caprinaldehyde

: 248605-41-6
cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

Guidance literature:: Multi-step reaction with 9 steps

1: 70.9 percent / benzene / 7 h / Heating

2: 43 percent / ethanol / 22 h / Heating

3: 99.7 percent / H₂ / 20 percent Pd(OH)2/C / methanol / 22.5 h / 20 °C

4: 51.6 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 16 h / -20 - 20 °C

5: 71.6 percent / TFA / CH₂Cl₂ / 1.33 h / 0 - 20 °C

6: 80.6 percent / Et₃N; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / tetrahydrofuran / 2.75 h / -5 °C

7: 99.1 percent / aq. LiOH / tetrahydrofuran; methanol / 5 h / 20 °C

8: 100 percent / TFA / CH₂Cl₂ / 0.58 h / 20 °C

9: 85.2 percent / NaHCO₃; DPPA (diphenylphosphoryl azide) / dimethylformamide / 26.5 h / 10 - 20 °C

With lithium hydroxide; diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Wittig reaction / 2: Addition / 3: Catalytic hydrogenation / 4: Acylation / 5: deprotection / 6: Acylation / 7: Hydrolysis / 8: deprotection / 9: Cyclization;
DOI:10.7164/antibiotics.52.710

Reference yield:

: 6208-91-9
methyl (E)-dodec-2-enolate

: 248605-41-6
cyclo (Gly-L-Lys(Z)-L-Val-3(S)-aminododecanoyl-)

Guidance literature:: Multi-step reaction with 8 steps

1: 43 percent / ethanol / 22 h / Heating

2: 99.7 percent / H₂ / 20 percent Pd(OH)2/C / methanol / 22.5 h / 20 °C

3: 51.6 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 16 h / -20 - 20 °C

4: 71.6 percent / TFA / CH₂Cl₂ / 1.33 h / 0 - 20 °C

5: 80.6 percent / Et₃N; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt / tetrahydrofuran / 2.75 h / -5 °C

6: 99.1 percent / aq. LiOH / tetrahydrofuran; methanol / 5 h / 20 °C

7: 100 percent / TFA / CH₂Cl₂ / 0.58 h / 20 °C

8: 85.2 percent / NaHCO₃; DPPA (diphenylphosphoryl azide) / dimethylformamide / 26.5 h / 10 - 20 °C

With lithium hydroxide; diphenylphosphoranyl azide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Addition / 2: Catalytic hydrogenation / 3: Acylation / 4: deprotection / 5: Acylation / 6: Hydrolysis / 7: deprotection / 8: Cyclization;
DOI:10.7164/antibiotics.52.710