methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

Base Information

Chemical Name:methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate
CAS No.:334707-75-4
Molecular Formula:C₁₈H₃₁NO₅SSi
Molecular Weight:401.599
Hs Code.:

Synonyms:methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

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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 methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

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Technology Process of methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

There total 1 articles about methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate 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: 85.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 334707-75-4
methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

Guidance literature:: With 1H-imidazole; In chloroform; N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/jo005756v

Reference yield: 64.0%

: 334707-75-4
methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

: 334707-76-5
(2S,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In chloroform; toluene; at -50 ℃; for 3h;
DOI:10.1021/jo005756v

Reference yield:

: 334707-75-4
methyl (2R,3R)-3-tert-butyldimethylsilyloxy-2-[N-(4-methylphenylsulfonyl)amino]butanoate

: (2R,3S,4S)-2,4-dimethyl-3-ethynyl-N-(4-methyl-phenylsulfonyl)-azetidine

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / DIBAL-H / toluene; CHCl₃ / 3 h / -50 °C

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

3: 1.68 g / t-BuOK / tetrahydrofuran / 20 °C

4: 76 percent / TBAF / tetrahydrofuran / 1.5 h / 0 °C

5: 78 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / 0 °C

6: 6 percent / H₂O; InI / Pd(PPh₃)4 / tetrahydrofuran; hexamethylphosphoric acid triamide / 4 h / 20 °C

7: 57 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 0.17 h / 0 °C

With oxalyl dichloride; indium iodide; potassium tert-butylate; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; N-isopropylethylamine; dimethyl sulfoxide; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; chloroform; toluene;
DOI:10.1021/jo005756v