N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

Base Information

Chemical Name:N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide
CAS No.:1374137-95-7
Molecular Formula:C₃₂H₄₀F₂N₄O₆S
Molecular Weight:646.756
Hs Code.:

Synonyms:N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

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Chemical Property of N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

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Technology Process of N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

There total 13 articles about N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide 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:

: 1374138-46-1
ethyl N6-[N-(methoxycarbonyl)-β-phenyl-L-phenylalanyl]-N2-[(4-aminophenyl)sulfonyl]-4,4-difluoro-N2-propan-2-yl-L-lysinate

: 1374137-95-7
N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

Guidance literature:: With methanol; lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

Reference yield:

: 1118-89-4
diethyl-L-glutamate hydrochloride

: 1374137-95-7
N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: triethylamine / dmap / acetonitrile / 20 °C

2.1: dmap / acetonitrile / 48 h / 20 °C

3.1: diisobutylaluminium hydride / toluene; diethyl ether / 0.75 h / -70 °C

3.2: 1.5 h / 20 °C

4.1: N-fluorobis(benzenesulfon)imide; rac-Pro-OH / isopropyl alcohol; tetrahydrofuran / 24 h / 20 °C

4.2: 0 - 20 °C

4.3: 3 h / 0 - 20 °C

5.1: water; sodium tetrahydroborate / tetrahydrofuran / 4 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon / ethyl acetate; ethanol / 20 h / 1810.07 Torr

7.1: sodium hydrogencarbonate / water; tetrahydrofuran / 0 - 20 °C

8.1: trifluoroacetic acid; methoxybenzene / dichloromethane / 2 h / 0 - 20 °C

9.1: pyridine / dmap / 85 °C

10.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

11.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 760.05 Torr

12.1: lithium borohydride; methanol / tetrahydrofuran / 5 h / 0 - 20 °C

With pyridine; methanol; sodium tetrahydroborate; lithium borohydride; di-isopropyl azodicarboxylate; water; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; methoxybenzene; N-fluorobis(benzenesulfon)imide; triethylamine; triphenylphosphine; trifluoroacetic acid; rac-Pro-OH; dmap; palladium 10% on activated carbon; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; ethyl acetate; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 1374137-95-7
N-[(5S)-5-{[(4-aminophenyl)sulfonyl](propan-2-yl)amino}-3,3-difluoro-6-hydroxyhexyl]-Nα-(methoxycarbonyl)-β-phenyl-L-phenylalaninamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dmap / 85 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C

3: hydrogen / palladium 10% on activated carbon / ethyl acetate / 760.05 Torr

4: lithium borohydride; methanol / tetrahydrofuran / 5 h / 0 - 20 °C

With pyridine; methanol; lithium borohydride; di-isopropyl azodicarboxylate; hydrogen; triphenylphosphine; dmap; palladium 10% on activated carbon; In tetrahydrofuran; ethyl acetate;