(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

Base Information

Chemical Name:(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid
CAS No.:129413-91-8
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

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Chemical Property of (2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

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Technology Process of (2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

There total 12 articles about (2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic 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: 70.0%

: 129413-88-3
(2R,4S)-4-tert-Butoxycarbonylamino-5-hydroxy-2-(3-phenyl-propyl)-pentanoic acid

: 129413-91-8
(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

Guidance literature:: at 0 ℃; Jones oxidation;
DOI:10.3987/COM-89-5216

Reference yield:

: 284024-88-0
ethyl (2S,4R)-N-Boc-4-(3-phenylpropyl)pyroglutamate

: 129413-91-8
(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/jm9911682

Reference yield:

: 81658-26-6
tert-butyl (S)-2-(((tert-butyldimethylsilyl)oxy)methyl)-5-oxopyrrolidin-1-carboxylate

: 129413-91-8
(2S,4R)-2-tert-Butoxycarbonylamino-4-(3-phenyl-propyl)-pentanedioic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C

2: 98 percent / H₂ / 10percent Pd/C

3: 76 percent / LiOH, H₂O / tetrahydrofuran / 0 - 20 °C

4: 76 percent / PTSA / Ambient temperature

5: 73 percent / 1N aq. NaOH / tetrahydrofuran / 0 °C

6: 70 percent / 0 °C / Jones oxidation

With lithium hydroxide; sodium hydroxide; water; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.3987/COM-89-5216