methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

Base Information

Chemical Name:methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate
CAS No.:332864-98-9
Molecular Formula:C₂₆H₂₅NO₆S
Molecular Weight:479.554
Hs Code.:

Synonyms:methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

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Chemical Property of methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

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Technology Process of methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

There total 8 articles about methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate 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: 81.0%

: 5720-07-0
4-methoxyphenylboronic acid

: 332865-74-4
methyl (2R)-(4'-iodophenylsulfonyl)amino-(3R)-methoxy-5-phenylpent-4-ynoate

: 332864-98-9
methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; benzene; for 18h; Heating;
DOI:10.1021/jm000477l

Reference yield:

: 536-74-3
phenylacetylene

: 332864-98-9
methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: nBuLi / tetrahydrofuran / -78 - -20 °C

1.2: 51 percent / tetrahydrofuran / -78 - -20 °C

2.1: 88 percent / sodium hexamethyldisylazide / tetrahydrofuran / 20 °C

3.1: 62 percent / Amberlyst 15 / methanol / 24 h / 20 °C

4.1: 100 percent / 4N aq. HCl / 14 h / 20 °C

5.1: 55 percent / Et₃N / dioxane; H₂O / 20 °C

6.1: CrO₃; aq. H₂SO₄ / acetone / 4 h / 20 °C

7.1: diethyl ether

8.1: 81 percent / Pd(PPh₃)4; aq. Na₂CO₃ / benzene; ethanol / 18 h / Heating

With chromium(VI) oxide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Amberlyst 15; sulfuric acid; sodium hexamethyldisilazane; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water; acetone; benzene; 6.1: Jones oxidation / 8.1: Suzuki coupling;
DOI:10.1021/jm000477l

Reference yield:

: 241478-33-1
tert-butyl (4S)-4-<(1R)-1-hydroxy-3-phenyl-2-propynyl>-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 332864-98-9
methyl (2R)-{[4'-methoxy(1,1'-biphenyl)-4-yl]sulfonyl}amino-(3R)-methoxy-5-phenylpent-4-ynoate

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / sodium hexamethyldisylazide / tetrahydrofuran / 20 °C

2: 62 percent / Amberlyst 15 / methanol / 24 h / 20 °C

3: 100 percent / 4N aq. HCl / 14 h / 20 °C

4: 55 percent / Et₃N / dioxane; H₂O / 20 °C

5: CrO₃; aq. H₂SO₄ / acetone / 4 h / 20 °C

6: diethyl ether

7: 81 percent / Pd(PPh₃)4; aq. Na₂CO₃ / benzene; ethanol / 18 h / Heating

With chromium(VI) oxide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Amberlyst 15; sulfuric acid; sodium hexamethyldisilazane; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; ethanol; water; acetone; benzene; 5: Jones oxidation / 7: Suzuki coupling;
DOI:10.1021/jm000477l