(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

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Chemical Name:(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester
CAS No.:214900-86-4
Molecular Formula:C₃₉H₄₆F₅N₃O₉
Molecular Weight:795.801
Hs Code.:

(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

Synonyms:(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

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Chemical Property of (2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

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Technology Process of (2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

There total 42 articles about (2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl 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: 99.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 214900-85-3
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid

: 214900-86-4
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; 1,) 0 deg C, 30 min, 2.) room temperature, 3 h;
DOI:10.1016/S0040-4020(98)00808-4

Reference yield:

: 1194-02-1,143234-87-1
4-fluorobenzonitrile

: 214900-86-4
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / NaH / dimethylsulfoxide / 5 h / Ambient temperature

2: 92 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 16 h

3: 93 percent / Raney Ni, NaH₂PO₂*H₂O / pyridine; acetic acid; H₂O / 1.) 0 deg C, 15 min, 2.) 40 deg C, 2 h

4: 86 percent / NaOMe / methanol / 0.08 h / 0 °C

5: 94 percent / ammonium formate / Pd/C / methanol / 4 h / Ambient temperature

6: 81 percent / BOP, DIPEA / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 4 h

7: 83 percent / Jones reagent / acetone / 1.) 0 deg C, 15 min, 2.) room temperature, 2 h

8: 97 percent / LiCl, NaBH₄ / tetrahydrofuran; ethanol / 4 h / Ambient temperature

9: 99 percent / EDAC, DMAP / CH₂Cl₂ / 1,) 0 deg C, 30 min, 2.) room temperature, 3 h

With dmap; sodium tetrahydroborate; sodium hypophosphite; jones reagent; sodium methylate; ammonium formate; nickel; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyric Acid; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(98)00808-4

Reference yield:

: 125414-63-3,127870-57-9
4-(4S)-hydroxymethyl-5-(5R)-isopropyloxazolidin-2-one

: 214900-86-4
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 75 percent / PPTS / CH₂Cl₂ / 4 h / Ambient temperature

2: 100 percent / KOH / methanol; H₂O / 20 h / Heating

3: 85 percent / NaH / dimethylsulfoxide / 5 h / Ambient temperature

4: 92 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 16 h

5: 93 percent / Raney Ni, NaH₂PO₂*H₂O / pyridine; acetic acid; H₂O / 1.) 0 deg C, 15 min, 2.) 40 deg C, 2 h

6: 86 percent / NaOMe / methanol / 0.08 h / 0 °C

7: 94 percent / ammonium formate / Pd/C / methanol / 4 h / Ambient temperature

8: 81 percent / BOP, DIPEA / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 4 h

9: 83 percent / Jones reagent / acetone / 1.) 0 deg C, 15 min, 2.) room temperature, 2 h

10: 97 percent / LiCl, NaBH₄ / tetrahydrofuran; ethanol / 4 h / Ambient temperature

11: 99 percent / EDAC, DMAP / CH₂Cl₂ / 1,) 0 deg C, 30 min, 2.) room temperature, 3 h

With dmap; potassium hydroxide; sodium tetrahydroborate; sodium hypophosphite; jones reagent; sodium methylate; ammonium formate; pyridinium p-toluenesulfonate; nickel; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyric Acid; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(98)00808-4