(4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one

Base Information

• Chemical Name: (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one
• CAS No.: 799261-63-5
• Molecular Formula: C₁₅H₂₂N₂O₄S
• Molecular Weight: 326.417

Synonyms:(4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one

Chemical Property of (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one

Chemical Property:

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Technology Process of (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one

There total 2 articles about (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-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: 100.0%

(4S,5S)-4-tert-Butyl-5-methoxy-1-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl)-3-(toluene-4-sulfonyl)-imidazolidin-2-one (799261-61-3) → (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one (799261-63-5)

Guidance literature:

With methanol; lithium borohydride; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2004.08.164

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one (799261-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C

2: 100 percent / LiBH₄; MeOH / tetrahydrofuran / 3 h / 20 °C

With methanol; lithium borohydride; sodium hydride; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.08.164

Reference yield: 69.0%

C4H9Li*CCuN + (4S,5S)-5-tert-Butyl-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one (799261-63-5) → (4S,5S)-trans-1-p-tolylsulfonyl-4,5-di-tert-butyl-2-imidazolidinone (799261-65-7)

Guidance literature:

With boron trifluoride diethyl etherate; lithium chloride; In tetrahydrofuran; at -30 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.08.164

upstream raw materials:

(4S,5S)-4-tert-Butyl-5-methoxy-1-((1S,2R,4R)-2-methoxy-7,7-dimethyl-bicyclo[2.2.1]heptane-1-carbonyl)-3-(toluene-4-sulfonyl)-imidazolidin-2-one

p-toluenesulfonyl chloride

Downstream raw materials:

(4S,5S)-trans-1-p-tolylsulfonyl-4,5-di-tert-butyl-2-imidazolidinone

N-(2-amino-1-tert-butyl-3,3-dimethyl-butyl)-4-methyl-benzenesulfonamide

(1S,2S)-1,2-N,N'-bis(p-toluenesulfonylamino)-1,2-di-tert-butylethane

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