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

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Chemical Name:tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate
CAS No.:334619-92-0
Molecular Formula:C₂₈H₄₀N₆O₇S
Molecular Weight:604.728
Hs Code.:

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

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 13 articles about tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-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:

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

: 334619-92-0
tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 8 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

7: H₂ / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr

8: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C

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

Reference yield:

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

: 334619-92-0
tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 6 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

4: H₂ / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr

5: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C

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

Reference yield:

: 34294-79-6
(S)-(-)-3-aminopiperidin-2-one

: 334619-92-0
tert-butyl (2S)-(3-acetoxypropane-1-sulfonyl)amino-3-[4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

Guidance literature:: Multi-step reaction with 7 steps

1: LiAlH₄ / tetrahydrofuran / 5 - 20 °C

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

3: 58 percent / (i-Pr)2NEt / 1-methyl-pyrrolidin-2-one / 20 h / 110 °C

4: 77 percent / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 40 °C

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

6: H₂ / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr

7: (i-Pr)2NEt / dimethylformamide / 3 h / 20 °C

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