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(2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid

Base Information Edit
  • Chemical Name:(2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid
  • CAS No.:1377321-85-1
  • Molecular Formula:C22H29NO5
  • Molecular Weight:387.476
  • Hs Code.:
  • Mol file:1377321-85-1.mol
(2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid

Synonyms:(2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid

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Chemical Property of (2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid Edit
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Technology Process of (2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid

There total 13 articles about (2R,3R)-2-methyl-3-(((2S,3R)-2-((2E,4E)-4-methylhexa-2,4-dienamido)-3-phenylbutanoyl)oxy)butanoic acid 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:
Guidance literature:
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 0 - 20 ℃; for 5h; stereoselective reaction;
DOI:10.1055/s-0039-1691503
Guidance literature:
Multi-step reaction with 11 steps
1.1: titanium(IV) isopropylate / dichloromethane / 0.5 h / -20 °C / Molecular sieve
1.2: 16 h / -20 °C / Molecular sieve
2.1: copper(l) iodide / diethyl ether / 0.33 h / -40 °C
2.2: 20 °C
3.1: 1H-imidazole / dichloromethane / 0 - 35 °C
4.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 0.08 h / 0 °C
4.2: 27 h / 20 - 35 °C
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C
6.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 4 h / 0 - 20 °C
7.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 2 h / 20 °C
7.2: 6 h / 20 °C
8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 4 h / 20 °C / 760.05 Torr
9.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 0 °C
9.2: 6 h / 0 - 35 °C
10.1: pyridine hydrogenfluoride / acetonitrile / 12 h / 0 °C
11.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 5 h / 0 - 20 °C
With 1H-imidazole; titanium(IV) isopropylate; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; di-isopropyl azodicarboxylate; 2,4,6-trichlorobenzoyl chloride; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1.1: |Sharpless Asymmetric Epoxidation / 1.2: |Sharpless Asymmetric Epoxidation / 4.1: |Mitsunobu Displacement / 4.2: |Mitsunobu Displacement;
DOI:10.1055/s-0039-1691503
Guidance literature:
Multi-step reaction with 3 steps
1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 0 °C
1.2: 6 h / 0 - 35 °C
2.1: pyridine hydrogenfluoride / acetonitrile / 12 h / 0 °C
3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 5 h / 0 - 20 °C
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; pyridine hydrogenfluoride; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-0039-1691503
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