cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

Base Information

Chemical Name:cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]
CAS No.:202869-98-5
Molecular Formula:C₂₈H₄₂N₄O₆
Molecular Weight:530.665
Hs Code.:

Synonyms:cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

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Chemical Property of cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

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Technology Process of cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

There total 14 articles about cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl] 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: 95.0%

: 339061-51-7
(5S,11S,13aR)-5-Benzyl-8,8-dimethyl-11-((E)-oct-6-enyl)-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

: 202869-98-5
cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

Guidance literature:: With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 0 ℃; for 2h;
DOI:10.1016/S0040-4039(01)00139-3

Reference yield: 46.0%

: 157618-75-2
(-)-(3S,9S,14aR)-9-benzyl-3-[(R)-7-hydroxy-6-oxooctyl]-6,6-dimethyldecahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetraone

: 202869-98-5
cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

: (5S,11S,13aR)-5-Benzyl-11-((6S,7R)-6,7-dihydroxy-octyl)-8,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.25h;
DOI:10.1016/S0031-9422(02)00685-4

Reference yield:

: 82402-15-1
oct-6-yn-1-ol

: 202869-98-5
cyclo[2-aminoisobutyryl-(S)-phenylalanyl-(R)-prolyl-(2S,8R,9R)-2-amino-8,9-dihydroxydecanoyl]

Guidance literature:: Multi-step reaction with 12 steps

1: LiAlH₄ / bis-(2-methoxy-ethyl) ether; tetrahydrofuran

2: TEA / CH₂Cl₂

3: LiI / diethyl ether

4: n-BuLi / tetrahydrofuran / -78 - 20 °C

5: HCl / H₂O / 20 °C

6: DIEA / CH₂Cl₂ / 20 °C

7: LiOH / 1,2-dimethoxy-ethane; H₂O / 20 °C

8: 78 percent / PyBOP<*>; DIEA / CH₂Cl₂ / 20 °C

9: LiOH / 1,2-dimethoxy-ethane; H₂O / 20 °C

10: TFA / CH₂Cl₂

11: PyBOP<*>; DIEA / CH₂Cl₂

12: 95 percent / AD-mix-β; CH3SO2NH2 / H2O; 2-methyl-propan-2-ol / 2 h / 0 °C

With hydrogenchloride; lithium hydroxide; lithium aluminium tetrahydride; n-butyllithium; methanesulfonamide; AD-mix-β; TEA; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium iodide; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; diethylene glycol dimethyl ether; water; tert-butyl alcohol; 4: Schoellkopf amino acid synthesis / 12: Sharpless asymmetric dihydroxylation;
DOI:10.1016/S0040-4039(01)00139-3