(S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Base Information

• Chemical Name: (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole
• CAS No.: 863392-52-3
• Molecular Formula: C₁₃H₁₆N₂O₄S
• Molecular Weight: 296.347
• Mol file: 863392-52-3.mol

Synonyms:(S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Chemical Property of (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

There total 6 articles about (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole 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: 52.0%

(2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine (863392-59-0) → (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole (863392-52-3)

Guidance literature:

With pyridine; dihydrogen peroxide; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.06.025 DOI:10.1039/b711994a

Reference yield:

(2S,4R)-2-ethoxycarbonyl-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine (118329-81-0) → (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole (863392-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 91 percent / NaBH₄; LiCl / tetrahydrofuran; ethanol / 3.5 h / 0 °C

2.1: CH₂Cl₂ / 2 h / 0 °C

2.2: 91 percent / K₂CO₃ / methanol / 4 h / 0 °C

3.1: 94 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / Heating

4.1: 52 percent / H₂O₂; pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; sodium tetrahydroborate; dihydrogen peroxide; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.06.025

Reference yield:

(2S,4R)-2-(carbamoyloxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine (863392-58-9) → (S)-2-carbamoyloxymethyl-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole (863392-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / Heating

2: 52 percent / H₂O₂; pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; sodium tetrahydroborate; dihydrogen peroxide; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.06.025

upstream raw materials:

(2S,4S)-2-(carbamoyloxymethyl)-4-phenylselanyl-1-(toluene-4-sulfonyl)pyrrolidine

(2S,4R)-2-ethoxycarbonyl-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

(2S,4R)-2-(carbamoyloxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

(2S,4R)-2-(hydroxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine

Downstream raw materials:

(2S,3S,4R)-4-hydroxy-2,3-(oxazin-2-one)-1-(toluene-4-sulfonyl)pyrrolidine

(2S,3S,4R)-2-hydroxymethyl-3,4-(oxazol-2-one)-1-(toluene-4-sulfonyl)pyrrolidine

(2R,3S,4R)-2-carbamoyloxymethyl-3,4-epoxy-1-(toluene-4-sulfonyl)pyrrolidine

(2R,3R,4S)-2-carbamoyloxymethyl-3,4-epoxy-1-(toluene-4-sulfonyl)pyrrolidine