(S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one

Base Information

• Chemical Name: (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one
• CAS No.: 907217-46-3
• Molecular Formula: C₂₉H₄₅NO₃S₃
• Molecular Weight: 551.879

Synonyms:(S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one

Chemical Property of (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one

Chemical Property:

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Technology Process of (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one

There total 3 articles about (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-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: 78.0%

1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-octan-1-one (907217-45-2) + (2-Pentyl-[1,3]dithian-2-yl)-acetaldehyde (38293-03-7) → (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one (907217-46-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo060844m

Reference yield:

(4S)-4-benzyl-1,3-oxazolidine-2-thione (131744-19-9,145588-94-9) → (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one (907217-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

2: 78 percent / TMEDA / CH₂Cl₂ / 2 h / 0 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo060844m

Reference yield:

n-octanoic acid chloride (111-64-8) → (S)-1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-2-[(R)-1-hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octan-1-one (907217-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

2: 78 percent / TMEDA / CH₂Cl₂ / 2 h / 0 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo060844m

upstream raw materials:

1-((S)-4-Benzyl-2-thioxo-oxazolidin-3-yl)-octan-1-one

(2-Pentyl-[1,3]dithian-2-yl)-acetaldehyde

(4S)-4-benzyl-1,3-oxazolidine-2-thione

n-octanoic acid chloride

Downstream raw materials:

(S)-2-[(R)-1-Hydroxy-2-(2-pentyl-[1,3]dithian-2-yl)-ethyl]-octanoic acid benzyl ester

(2S,3R)-2-Hexyl-3-hydroxy-5-oxo-decanoic acid benzyl ester

(2S,3R,5S)-2-Hexyl-3,5-dihydroxy-decanoic acid benzyl ester

(2S,3R,5S)-2-Hexyl-3-hydroxy-5-triisopropylsilanyloxy-decanoic acid benzyl ester

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