(3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

Base Information

• Chemical Name: (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide
• CAS No.: 1421479-32-4
• Molecular Formula: C₁₀H₁₄N₂O₂S
• Molecular Weight: 226.299
• Mol file: 1421479-32-4.mol

Synonyms:(3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

Chemical Property of (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

There total 5 articles about (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide 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: 96.0%

(3R,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide (1421479-27-7) → (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide (1421479-32-4)

Guidance literature:

With sulfuric acid; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol3034753

Reference yield:

(S)-4-ethyl-3-phenyl-4,5-dihydro-1,2,5-thiadiazoline-1,1-dioxide (1421479-19-7) → (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide (1421479-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: sulfuric acid / 20 °C / Inert atmosphere

With lithium borohydride; sulfuric acid; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol3034753

Reference yield:

1-phenyl-1,2-butanedione (3457-55-4) → (3S,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide (1421479-32-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N'-bis(trimethylsilyl)sulfamide; boron trifluoride diethyl etherate / toluene / 8 h / 20 °C / Inert atmosphere

2: triethylamine; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid / acetonitrile / 30 h / -15 °C / Inert atmosphere

3: lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: sulfuric acid / 20 °C / Inert atmosphere

With lithium borohydride; [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; N,N'-bis(trimethylsilyl)sulfamide; sulfuric acid; boron trifluoride diethyl etherate; triethylamine; In tetrahydrofuran; diethyl ether; toluene; acetonitrile;

DOI:10.1021/ol3034753

upstream raw materials:

(Z)-4-ethylidene-3-phenyl-1,2,5-thiadiazoline-1,1-dioxide

(S)-4-ethyl-3-phenyl-4,5-dihydro-1,2,5-thiadiazoline-1,1-dioxide

(3R,4S)-4-ethyl-3-phenyl-1,2,5-thiadiazolidine-1,1-dioxide

1-phenyl-1,2-butanedione