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

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Chemical Name:(2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-acetyl]-phenoxy}-2-tert-butoxycarbonylamino-4-methyl-pentanoic acid
CAS No.:171618-25-0
Molecular Formula:C₃₃H₄₅N₃O₉
Molecular Weight:627.735
Hs Code.:

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

There total 21 articles about (2S,3S)-3-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-acetyl]-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: 83.0%

: 214596-90-4
([1R,2S]-2-{4-[2-(2S-benzyloxycarbonylamino-4-methylpentanoylamino)-1-hydroxyethyl]-phenoxy}-3-methyl-1-(tetrahydropyran-2-yloxymethyl)butyl)carbamic acid tert-butyl ester

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

Guidance literature:: With jones reagent; In acetone;
DOI:10.1016/S0040-4039(98)01589-5

Reference yield: 76.0%

: [(1R,2S)-2-{4-[2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-phenoxy}-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-butyl]-carbamic acid tert-butyl ester

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

Guidance literature:: With jones' reagent; In acetone; at 0 ℃;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 9 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

With pyridine; potassium hydroxide; 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; palladium on activated charcoal; nickel; In methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(98)01589-5