methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

Base Information

Chemical Name:methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate
CAS No.:368448-94-6
Molecular Formula:C₁₈H₂₇NO₄
Molecular Weight:321.417
Hs Code.:

Synonyms:methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

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Chemical Property of methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

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Technology Process of methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

There total 4 articles about methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate 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: 72.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 368448-93-5
methyl (2S,3S)-3-amino-2-methyl-5-phenylpentanoate

: 368448-94-6
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

Guidance literature:: With sodium carbonate; In 1,4-dioxane; at 20 ℃; for 3h;
DOI:10.1039/b100402f

Reference yield:

: 38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2
(2E,4E)-methyl 5-phenylpenta-2,4-dienoate

: 368448-94-6
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 2 h / -78 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 57 percent / tetrahydrofuran / 0.5 h / -78 °C

3.1: 71 percent / ammonium formate / Pd(OH)2/C / methanol / 0.75 h / Heating

4.1: 72 percent / aq. Na₂CO₃ / dioxane / 3 h / 20 °C

With n-butyllithium; ammonium formate; sodium carbonate; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1039/b100402f

Reference yield:

: 368448-92-4
methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

: 368448-94-6
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / ammonium formate / Pd(OH)2/C / methanol / 0.75 h / Heating

2: 72 percent / aq. Na₂CO₃ / dioxane / 3 h / 20 °C

With ammonium formate; sodium carbonate; palladium dihydroxide; In 1,4-dioxane; methanol;
DOI:10.1039/b100402f