Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

Base Information

Chemical Name:Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]
CAS No.:154491-55-1
Molecular Formula:C27H41 N3 O5
Molecular Weight:487.64
Hs Code.:

Synonyms:D-Leucine,N-[N-[N-(3-hydroxy-4-methyl-1-oxooctyl)-L-phenylalanyl]-L-alanyl]-, l-lactone, [S-(R*,R*)]-;1-Oxa-4,7,10-triazacyclotridecane, cyclic peptide deriv.; Beauveriolide I

Suppliers and Price of Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemicals and raw materials
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Total 1 raw suppliers

Chemical Property of Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

Chemical Property:

Purity/Quality:: 95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl]

There total 13 articles about Cyclo[L-alanyl-D-leucyl-(3S,4S)-3-hydroxy-4-methyloctanoyl-L-phenylalanyl] 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: 68.0%

: 872369-33-0
(3S,4S)-3-{(R)-2-[(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoyloxy}-4-methyl-octanoic acid

: 154491-55-1
(3R,6S,9S,13S)-9-benzyl-13-[(2S)-hexan-2-yl]-6-methyl-3-(2-methylpropyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

Guidance literature:: With dmap; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In acetonitrile; at 20 ℃;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

: 872369-19-2
(3S,4S)-3-(tert-butyldimethylsilyloxy)-4-methyloctan-1-ol

: 154491-55-1
(3R,6S,9S,13S)-9-benzyl-13-[(2S)-hexan-2-yl]-6-methyl-3-(2-methylpropyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / NaIO₄ / RuCl₃ / CCl₄; acetonitrile; H₂O / 2 h / 20 °C

2: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

3: 70 percent / HF*Py / tetrahydrofuran / 20 h / 20 °C

4: DCC; DMAP / CH₂Cl₂ / 20 °C

5: HCl / ethyl acetate / 4 h / 0 - 20 °C

6: EDCI; DIPEA; HOSu / dimethylformamide / 0 - 20 °C

7: H₂ / Pd-C / tetrahydrofuran; propan-2-ol / 20 °C

8: 68 percent / BOP; DMAP / acetonitrile / 20 °C

With hydrogenchloride; dmap; sodium periodate; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.tetlet.2005.09.188

Reference yield:

: 3-(tert-butyl-dimethyl-silanyloxy)-4-methyl-octanoic acid

: 154491-55-1
(3R,6S,9S,13S)-9-benzyl-13-[(2S)-hexan-2-yl]-6-methyl-3-(2-methylpropyl)-1-oxa-4,7,10-triazacyclotridecane-2,5,8,11-tetrone

Guidance literature:: Multi-step reaction with 7 steps

1: 66 percent / DIPEA / dimethylformamide / 7 h / 20 °C

2: 70 percent / HF*Py / tetrahydrofuran / 20 h / 20 °C

3: DCC; DMAP / CH₂Cl₂ / 20 °C

4: HCl / ethyl acetate / 4 h / 0 - 20 °C

5: EDCI; DIPEA; HOSu / dimethylformamide / 0 - 20 °C

6: H₂ / Pd-C / tetrahydrofuran; propan-2-ol / 20 °C

7: 68 percent / BOP; DMAP / acetonitrile / 20 °C

With hydrogenchloride; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/j.tetlet.2005.09.188