(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

Base Information

Chemical Name:(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one
CAS No.:104323-07-1
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

Synonyms:(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

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Chemical Property of (3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

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Technology Process of (3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

There total 12 articles about (3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one 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: 98.0%

: tert-butyl ((S)-1-((2S,4S)-4-(2-methylprop-1-en-1-yl)-5-oxotetrahydrofuran-2-yl)-2-phenylethyl)carbamate

: 104323-07-1
(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

Guidance literature:: With palladium on activated charcoal; hydrogen; In methanol; at 20 ℃; for 1h; under 760.051 Torr;
DOI:10.1021/jacs.5b05477

Reference yield:

: 60306-25-4
isobutyl triflate

: 133333-27-4
tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate

: 104323-07-1
(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

Guidance literature:: tert-butyl (1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

isobutyl triflate; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2004.02.021

Reference yield:

: (1-Benzyl-2-hydroxy-4-methylcarbamoyl-pent-4-enyl)-carbamic acid tert-butyl ester

: 104323-07-1
(3R,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-phenylethyl>-3-isobutyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / xylene / 12 h / Heating

2: 1.) CuCN / 1.) Et₂O, from -78 deg C to 0 deg , 2.) Et₂O, THF, -78 deg C, 15 min

With 1.) CuCN; In xylene;
DOI:10.1021/jo00371a001