benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

Base Information

Chemical Name:benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate
CAS No.:149606-71-3
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

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Chemical Property of benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

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Technology Process of benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

There total 1 articles about benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate 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: 32.0%

: 69610-41-9,117625-90-8
Boc-L-Pro-H

: lithium salt of benzyl acetate

: 149606-71-3
benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

Guidance literature:: In tetrahydrofuran;
DOI:10.1248/cpb.43.1706

Reference yield: 65.0%

: 149606-71-3
benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

: 74-88-4
methyl iodide

: 149606-72-4
benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxypropanoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1248/cpb.43.1706

Reference yield:

: 149606-71-3
benzyl (3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxypropanoate

: N-((S)-2-Phenyl-1-thiazol-2-yl-ethyl)-3-(S)-pyrrolidin-2-yl-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: dioxane / Ambient temperature

2: n-Bu₃SnH, 2,2'-azobis(isobutyronitrile) / toluene / 110 °C

3: H₂ / 5percent Pd/C / 2-methyl-propan-2-ol; H₂O / 2 h

4: benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate, iso-Pr₂NEt / acetonitrile / 4 h / Ambient temperature

5: HCl / dioxane

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1248/cpb.43.1706