Carbamic acid, [(1R,3R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4,4,4-trifluoro-3 -[(phenylmethoxy)methyl]butyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, [(1R,3R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4,4,4-trifluoro-3 -[(phenylmethoxy)methyl]butyl]-, 1,1-dimethylethyl ester
• CAS No.: 497103-64-7
• Molecular Formula: C24H40F3NO4Si
• Molecular Weight: 491.667
• Mol file: 497103-64-7.mol

Synonyms:

Chemical Property of Carbamic acid, [(1R,3R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4,4,4-trifluoro-3 -[(phenylmethoxy)methyl]butyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbamic acid, [(1R,3R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4,4,4-trifluoro-3 -[(phenylmethoxy)methyl]butyl]-, 1,1-dimethylethyl ester

There total 6 articles about Carbamic acid, [(1R,3R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4,4,4-trifluoro-3 -[(phenylmethoxy)methyl]butyl]-, 1,1-dimethylethyl ester 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: 50.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2R)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-5-benzyloxy-4-trifluoromethylpentanol (497103-70-5) → (2R,4R)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-1-tert-butyldimethylsilyloxy-5-benzyloxy-4-trifluoromethylpentane (497103-64-7) + (2R,4S)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-1-tert-butyldimethylsilyloxy-5-benzyloxy-4-trifluoromethylpentane (497103-63-6)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/b206719f

Reference yield:

(R)-4-((Z)-2-Ethoxycarbonyl-3,3,3-trifluoro-propenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester → (2R,4R)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-1-tert-butyldimethylsilyloxy-5-benzyloxy-4-trifluoromethylpentane (497103-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: H₂ / Raney-Ni / aq. methanol / 20 °C

2.1: 2.30 g / LiAlH₄ / diethyl ether / 0 °C

3.1: Bu₄NI; NaH / tetrahydrofuran / 0.33 h / 0 - 20 °C

3.2: 95 percent / tetrahydrofuran / 5 h / 20 °C

4.1: 77 percent / aq. AcOH / 50 °C

5.1: 50 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; nickel; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1039/b206719f

Reference yield:

benzyl bromide (100-39-0) → (2R,4R)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-1-tert-butyldimethylsilyloxy-5-benzyloxy-4-trifluoromethylpentane (497103-64-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Bu₄NI; NaH / tetrahydrofuran / 0.33 h / 0 - 20 °C

1.2: 95 percent / tetrahydrofuran / 5 h / 20 °C

2.1: 77 percent / aq. AcOH / 50 °C

3.1: 50 percent / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b206719f

upstream raw materials:

tert-butyldimethylsilyl chloride

(2R)-2-[N-(1,1-dimethyl)ethoxycarbonylamino]-5-benzyloxy-4-trifluoromethylpentanol

benzyl bromide

2-trifluoromethyl-3-[(4R)-N-[(1,1-dimethyl)ethoxycarbonyl]-2,2-dimethyl-1,3-oxazolidin-4-yl]propanol

Downstream raw materials:

(2R,4R)-1-(tert-butoxycarbonyl)-4-(trifluoromethyl) pyrrolidine-2-carboxylic acid