(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one
CAS No.:273753-70-1
Molecular Formula:C₃₀H₃₅NO₅S₂
Molecular Weight:553.744
Hs Code.:

Synonyms:(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

There total 5 articles about (S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one 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: 65.0%

: 273753-68-7
(2R,4S,5R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-5-hydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-yne-1,3-dione

: 273753-70-1
(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at 20 ℃; for 2h;

Reference yield:

: C₁₁H₁₈O₄

: 273753-70-1
(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 12 h / -78 - 20 °C

2.1: 95 percent / TiCl₄ / CH₂Cl₂ / 0 °C

3.1: LDA / tetrahydrofuran / 3 h / -78 °C

3.2: 75 percent / tetrahydrofuran / 0.08 h / -78 °C

4.1: Me₂NEt / diethyl ether / 2 h / 0 °C

5.1: diethyl ether / 2 h / -78 - 0 °C

6.1: 65 percent / Me₄NBH(OAc)3; AcOH / acetonitrile / 2 h / 20 °C

With N,N-dimethyl-ethanamine; titanium tetrachloride; acetic acid; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1.1: Acylation / 2.1: Etherification / 3.1: Metallation / 3.2: Acylation / 4.1: Etherification / 5.1: Addition / 6.1: Reduction;

Reference yield:

: 273753-64-3
1-(4(S)-Benzyl-2-oxo-oxazolidin-3-yl)-hexane-1,5-dione

: 273753-70-1
(S)-4-Benzyl-3-{(2R,3R,4R,5R)-3,5-dihydroxy-4-methyl-2-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-7-phenyl-hept-6-ynoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / TiCl₄ / CH₂Cl₂ / 0 °C

2.1: LDA / tetrahydrofuran / 3 h / -78 °C

2.2: 75 percent / tetrahydrofuran / 0.08 h / -78 °C

3.1: Me₂NEt / diethyl ether / 2 h / 0 °C

4.1: diethyl ether / 2 h / -78 - 0 °C

5.1: 65 percent / Me₄NBH(OAc)3; AcOH / acetonitrile / 2 h / 20 °C

With N,N-dimethyl-ethanamine; titanium tetrachloride; acetic acid; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; 1.1: Etherification / 2.1: Metallation / 2.2: Acylation / 3.1: Etherification / 4.1: Addition / 5.1: Reduction;