L-Alanine, 3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]- N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:L-Alanine, 3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]- N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester
CAS No.:334618-41-6
Molecular Formula:C30H37FN6O6S
Molecular Weight:628.725
Hs Code.:

L-Alanine,
3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]-
N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester

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Chemical Property of L-Alanine, 3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]- N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester

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Technology Process of L-Alanine, 3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]- N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester

There total 10 articles about L-Alanine, 3-[[3-fluoro-4-[(3S)-3-(2-pyrimidinylamino)-1-piperidinyl]benzoyl]amino]- N-[(4-methoxyphenyl)sulfonyl]-, 1,1-dimethylethyl ester 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: 83.0%

: 334618-39-2
tert-butyl (2S)-amino-3-[3-fluoro-4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

: 98-68-0
4-methoxy-phenyl-sulphonyl chloride

: 334618-41-6
tert-butyl 3-[3-fluoro-4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]-(2S)-{(4-methoxybenzenesulfonyl)amino}propionate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2005.10.055

Reference yield:

: 334618-09-6
methyl 4-{(3S)-aminopiperidin-1-yl}-3-fluorobenzoate

: 334618-41-6
tert-butyl 3-[3-fluoro-4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]-(2S)-{(4-methoxybenzenesulfonyl)amino}propionate

Guidance literature:: Multi-step reaction with 5 steps

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

2: 54.6 mg / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 40 °C

3: 100 percent / (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C

4: 83 percent / H₂ / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr

5: 83 percent / (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:

: 334618-12-1
3-Fluoro-4-[(S)-3-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoic acid methyl ester

: 334618-41-6
tert-butyl 3-[3-fluoro-4-{(3S)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]-(2S)-{(4-methoxybenzenesulfonyl)amino}propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 54.6 mg / NaOH / tetrahydrofuran; methanol; H₂O / 6 h / 40 °C

2: 100 percent / (i-Pr)2NEt; BOP / dimethylformamide / 14 h / 20 °C

3: 83 percent / H₂ / Pd/C / tetrahydrofuran / 12 h / 20 °C / 760 Torr

4: 83 percent / (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; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.055