Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

Base Information

Chemical Name:Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe
CAS No.:148597-90-4
Molecular Formula:C₃₅H₅₄N₄O₆S
Molecular Weight:658.903
Hs Code.:

Synonyms:Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

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

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Chemical Property of Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

Chemical Property:

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Technology Process of Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

There total 20 articles about Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe 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: 82.0%

: 132202-88-1,132202-92-7,132149-81-6
(3R,4S,5S)-4-(N-tert-butoxycarbonyl-N-methylamino)-3-methoxy-5-methyl-heptanoic acid

: 133120-91-9
(2R,3R,4S)-dolaproine-(S)-dolaphenine

: 148597-90-4
Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80692-X

Reference yield:

: 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine

: 148597-90-4
Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N'-carbonyldiimidazole; magnesium chloride; triethylamine / tetrahydrofuran / 3 h / 20 °C

1.2: 88 percent / triethylamine; anhydrous magnesium chloride / tetrahydrofuran / 39 h / 20 °C

2.1: 100 percent / hydrogen chloride / ethanol / 2 h / 0 °C

3.1: hydrogen / [RuBr₂((R)-2,2'-(Ph₂P)2-6,6'-(MeO)2-1,1'-biphenyl)] / ethanol / 24 h / 50 °C / 9120.61 Torr

4.1: 74 percent / LiHMDS; HMPA / tetrahydrofuran / 0.42 h / -20 °C

5.1: 81 percent / aq. NaOH / ethanol / 16 h / 20 °C

6.1: 72 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 16 h / 0 - 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; magnesium chloride; lithium hexamethyldisilazane; [RuBr₂((R)-2,2'-(Ph₂P)2-6,6'-(MeO)2-1,1'-biphenyl)]; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.03.036

Reference yield:

: 133565-39-6
(4S,5S)-ethyl 4-((tert-butoxycarbonyl)amino)-5-methyl-3-oxo-heptanoate

: 148597-90-4
Boc-(3R,4S,5S)-Dil-(2R,3R,4S)-Dap-(S)-Doe

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / hydrogen chloride / ethanol / 2 h / 0 °C

2: hydrogen / [RuBr₂((R)-2,2'-(Ph₂P)2-6,6'-(MeO)2-1,1'-biphenyl)] / ethanol / 24 h / 50 °C / 9120.61 Torr

3: 74 percent / LiHMDS; HMPA / tetrahydrofuran / 0.42 h / -20 °C

4: 81 percent / aq. NaOH / ethanol / 16 h / 20 °C

5: 72 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 16 h / 0 - 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; lithium hexamethyldisilazane; [RuBr₂((R)-2,2'-(Ph₂P)2-6,6'-(MeO)2-1,1'-biphenyl)]; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.03.036