(1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane

Base Information

• Chemical Name: (1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane
• CAS No.: 195059-48-4
• Molecular Formula: C₂₃H₃₂N₂O₃
• Molecular Weight: 384.519

Synonyms:(1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane

Chemical Property of (1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane

There total 3 articles about (1S,2S)-N¹-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane 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: 86.0%

phenylmagnesium bromide (100-58-3) + (Z)-N-[(2S)-2-(tert-butoxycarbonylamino)-1-methylbutylidene] benzylamine N-oxide (195059-41-7) → (1S,2S)-N1-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane (195059-48-4)

Guidance literature:

In tetrahydrofuran; at -40 ℃; for 4h;

DOI:10.1016/S0957-4166(97)00250-4

Reference yield:

(S)-N-tert-butoxycarbonylvalinal (79069-51-5) → (1S,2S)-N1-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane (195059-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

2: 86 percent / tetrahydrofuran / 4 h / -40 °C

With magnesium sulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(97)00250-4

Reference yield:

N-benzyl hydroxylalmine (622-30-0) → (1S,2S)-N1-benzyl-3-(tert-butoxycarbonylamino)-2-(hydroxyamino)-3-methyl-1-phenylbutane (195059-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

2: 86 percent / tetrahydrofuran / 4 h / -40 °C

With magnesium sulfate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0957-4166(97)00250-4

upstream raw materials:

phenylmagnesium bromide

(Z)-N-[(2S)-2-(tert-butoxycarbonylamino)-1-methylbutylidene] benzylamine N-oxide

(S)-N-tert-butoxycarbonylvalinal

N-benzyl hydroxylalmine

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