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

Base Information

Chemical Name:(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid
CAS No.:214900-85-3
Molecular Formula:C₃₃H₄₇N₃O₉
Molecular Weight:629.751
Hs Code.:

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

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

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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

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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

There total 41 articles about (2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 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: 100.0%

: 136897-84-2,137034-81-2
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-hydroxy-ethyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid 2-trimethylsilanyl-ethyl ester

: 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

Guidance literature:: With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
DOI:10.1039/c39910001002

Reference yield: 97.0%

: 171618-25-0
(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-acetyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid

: 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

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol;
DOI:10.1016/S0040-4039(98)01589-5

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 10 steps

1: 73 percent / PPTS / CH₂Cl₂

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

3: 85 percent / NaH / dimethylsulfoxide

4: 92 percent / Et₃N / CH₂Cl₂ / 0 deg C to RT

5: 93 percent / NaH₂PO₂*H₂O, pyridine / Raney Ni / acetic acid; H₂O

6: 96 percent / NaOMe / 0 °C

7: 94 percent / NH₄COOH / 10percent Pd/C / methanol

8: 81 percent / BOP, DIPEA / CH₂Cl₂ / 0 deg C to RT

9: 83 percent / Jones reagent / acetone

10: 97 percent / NaBH₄, LiCl / tetrahydrofuran; ethanol

With pyridine; potassium hydroxide; sodium tetrahydroborate; sodium hypophosphite; jones reagent; ammonium formate; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; isobutyric Acid; lithium chloride; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(98)01589-5