trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

Base Information

Chemical Name:trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine
CAS No.:1451454-17-3
Molecular Formula:C₃₂H₄₅N₃O₇S
Molecular Weight:615.791
Hs Code.:

Synonyms:trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

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Chemical Property of trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

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Technology Process of trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

There total 7 articles about trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine 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:

: 56069-39-7
diethyl phenylsulfonylmethylphosphonate

: C₂₅H₃₉N₃O₆

: 1451454-17-3
trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

Guidance literature:: diethyl phenylsulfonylmethylphosphonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

C₂₅H₃₉N₃O₆; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 16h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jm400294w

Reference yield:

: 37169-25-8
methyl 2S-(2S-benzyloxycarbonylamino-4-methylpentanamido)-6-(tert-butoxycarbonylamino)hexanoate

: 1451454-17-3
trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 16 h / 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium hydride; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w

Reference yield:

: 108-98-5
thiophenol

: 1451454-17-3
trans-5S-(2'S-benzyloxycarbonylamino-4'-methylpentanamido)-7-(phenylsulfonyl)hept-6-en-1-tert-butoxycarbonylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 4 h / Reflux

2.1: dihydrogen peroxide; acetic acid / 0 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 16 h / 0 - 20 °C / Inert atmosphere

With dihydrogen peroxide; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; acetone; mineral oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1021/jm400294w