(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

Base Information

Chemical Name:(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester
CAS No.:657411-69-3
Molecular Formula:C₂₃H₂₉N₃O₅S
Molecular Weight:459.566
Hs Code.:

Synonyms:(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

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Chemical Property of (2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

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Technology Process of (2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

There total 1 articles about (2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester 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: 67.0%

: 4556-23-4
pyridine-4-thiol

: 7733-29-1,199924-46-4
Z-Orn(Boc)-OH

: 657411-69-3
(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo0505775

Reference yield:

: 657411-69-3
(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

: 865622-24-8
(2S)-2-[(4R,5S)-5-benzyloxycarbonylamino-8-tert-butoxycarbonylamino-4-hydroxy-octanoylamino]-4-methylpentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / samarium(II) diiodide / tetrahydrofuran / 120 h / -78 °C

2: 60 percent / lithium tri-tert-butoxyaluminum hydride / methanol / 16 h / -78 °C

With samarium diiodide; lithium tri(t-butoxy)aluminum hydride; In tetrahydrofuran; methanol;
DOI:10.1021/jo0505775

Reference yield:

: 657411-69-3
(2S)-2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-4-yl ester

: (2S)-2-[(4S,5S)-5-benzyloxycarbonylamino-8-tert-butoxycarbonylamino-4-hydroxy-octanoylamino]-4-methylpentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / samarium(II) diiodide / tetrahydrofuran / 120 h / -78 °C

2: 65 percent / samarium(II) diiodide / methanol; tetrahydrofuran / 5 h / 20 °C

With samarium diiodide; In tetrahydrofuran; methanol;
DOI:10.1021/jo0505775