(2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine

Base Information

• Chemical Name: (2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine
• CAS No.: 854456-09-0
• Molecular Formula: C₃₂H₄₂INO₃Si
• Molecular Weight: 643.68

Synonyms:(2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine

Chemical Property of (2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine

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Technology Process of (2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine

There total 1 articles about (2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine 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: 99.0%

(2S)-1-(benzyl{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}amino)-3-phenoxypropan-2-ol (854456-05-6) + tert-butyldimethylsilyl chloride (18162-48-6) → (2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine (854456-09-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 96h;

Reference yield: 89.5%

(2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine (854456-09-0) + 4-methoxycarbonyl aniline (619-45-4) → methyl 4-[((2R)-2-{[benzyl((2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-3-phenoxy-propyl)amino]methyl}-3,4-dihydro-2H-chromen-6-y)amino]benzoate (854456-31-8)

Guidance literature:

palladium diacetate; XPhos; In toluene; tert-butyl alcohol; at 100 ℃; for 2h;

Reference yield: 40.0%

(2S)-N-benzyl-2-{[tert-butyl(dimethyl)silyl]oxy}-N-{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}-3-phenoxypropan-1-amine (854456-09-0) + bis(pinacol)diborane (73183-34-3) → (2S)-N-{[(2R)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-chromen-2-yl]methyl}-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-N-(phenylmethyl)-3-(phenyloxy)-1-propanamine (854456-13-6)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 85 ℃;

upstream raw materials:

(2S)-1-(benzyl{[(2R)-6-iodo-3,4-dihydro-2H-chromen-2-yl]methyl}amino)-3-phenoxypropan-2-ol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S)-N-{[(2R)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-chromen-2-yl]methyl}-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-N-(phenylmethyl)-3-(phenyloxy)-1-propanamine

methyl 4-[((2R)-2-{[benzyl((2S)-2-{[tert-butyl(dimethyl)silyl]oxy}-3-phenoxy-propyl)amino]methyl}-3,4-dihydro-2H-chromen-6-y)amino]benzoate

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