(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

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Chemical Name:(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid
CAS No.:499136-29-7
Molecular Formula:C₂₅H₂₈N₂O₆
Molecular Weight:452.507
Hs Code.:

Synonyms:(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

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Chemical Property of (2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

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Technology Process of (2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

There total 6 articles about (2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic 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: 71.0%

: 499136-28-6
(4R)-3-[(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}-1-oxopropyl]-4-(1-methylethyl)oxazolidin-2-one

: 499136-29-7
(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;
DOI:10.1002/hlca.200590157

Reference yield:

: 868632-19-3
(4R)-3-(3-{[(tert-butoxy)carbonyl]amino}-1-oxopropyl)-4-(1-methylethyl)oxazolidin-2-one

: 499136-29-7
(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 1 h / -78 °C

1.2: CH₂Cl₂ / 3 h / -78 °C

2.1: 75 percent / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3.1: Zn powder / acetic acid / 1 h / 20 °C

4.1: 1.11 g / DMAP / acetonitrile / 0.5 h

5.1: 71 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 0 °C

With triethylsilane; dmap; lithium hydroxide; di-n-butylboryl trifluoromethanesulfonate; boron trifluoride diethyl etherate; dihydrogen peroxide; triethylamine; zinc; In tetrahydrofuran; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1002/hlca.200590157

Reference yield:

: [(S)-2-(1H-Indol-3-ylmethyl)-3-((R)-4-isopropyl-2-oxo-oxazolidin-3-yl)-3-oxo-propyl]-carbamic acid benzyl ester

: 499136-29-7
(2S)-2-({[(benzyoxy)carbonyl]amino}methyl)-3-{1-[(tert-butoxy)carbonyl]-indolyl-3-yl}propanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.11 g / DMAP / acetonitrile / 0.5 h

2: 71 percent / H₂O₂; LiOH*H₂O / tetrahydrofuran; H₂O / 2 h / 0 °C

With dmap; lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; acetonitrile;
DOI:10.1002/hlca.200590157