tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Chemical Name:tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
CAS No.:334619-61-3
Molecular Formula:C₃₁H₃₈N₆O₅
Molecular Weight:574.68
Hs Code.:

Synonyms:tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Chemical Property of tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

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Technology Process of tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

There total 11 articles about tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate 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:

: 334618-78-9
4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoic acid

: 174796-88-4
(S)-tert-butyl-3-amino-2-(((benzyloxy)carbonyl)amino)propanoate hydrochloride

: 334619-61-3
tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1016/j.bmc.2005.10.055

Reference yield:

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 334619-61-3
tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C

2: 77 percent / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 40 °C

3: (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055

Reference yield:

: 3184-13-2,36630-89-4
L-ornithine hydrochloride

: 334619-61-3
tert-butyl (2S)-benzyloxycarbonylamino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / SOCl₂ / methanol / -78 - 20 °C

2: LiAlH₄ / tetrahydrofuran / 5 - 20 °C

3: 42 percent / NaHCO₃ / 1-methyl-pyrrolidin-2-one / 23 h / 120 °C

4: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C

5: 77 percent / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 40 °C

6: (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; thionyl chloride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055