(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

Base Information

Chemical Name:(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne
CAS No.:334707-77-6
Molecular Formula:C₁₈H₂₉NO₃SSi
Molecular Weight:367.585
Hs Code.:

Synonyms:(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

Chemical Property:

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Technology Process of (3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

There total 5 articles about (3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne 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:

: 56506-90-2
(dibromomethyl)(triphenyl)phosphonium bromide

: N-[2-(tert-butyl-dimethyl-silanyloxy)-1-formyl-propyl]-4-methyl-benzenesulfonamide

: 334707-77-6
(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo005756v

Reference yield:

: 43188-56-3
methyl (2R,3R)-3-hydroxy-2-(4-methylphenyl)sulfonamidobutanoate

: 334707-77-6
(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / imidazole / CHCl₃; dimethylformamide / 0 °C

2: 64 percent / DIBAL-H / toluene; CHCl₃ / 3 h / -50 °C

3: (COCl)2; DMSO; iPrNEt / CH₂Cl₂ / -78 - 0 °C

4: 1.68 g / t-BuOK / tetrahydrofuran / 20 °C

With 1H-imidazole; oxalyl dichloride; potassium tert-butylate; diisobutylaluminium hydride; N-isopropylethylamine; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo005756v

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 334707-77-6
(3S,4R)-4-tert-butyldimethylsilyloxy-3-[N-(4-methylphenylsulfonyl)amino]-1-pentyne

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / imidazole / CHCl₃; dimethylformamide / 0 °C

2: 64 percent / DIBAL-H / toluene; CHCl₃ / 3 h / -50 °C

3: (COCl)2; DMSO; iPrNEt / CH₂Cl₂ / -78 - 0 °C

4: 1.68 g / t-BuOK / tetrahydrofuran / 20 °C

With 1H-imidazole; oxalyl dichloride; potassium tert-butylate; diisobutylaluminium hydride; N-isopropylethylamine; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo005756v