(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

Base Information

Chemical Name:(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide
CAS No.:1067648-46-7
Molecular Formula:C₂₆H₃₅N₅O₄
Molecular Weight:481.595
Hs Code.:

Synonyms:(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

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Chemical Property of (2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

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Technology Process of (2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

There total 8 articles about (2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide 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: 36.0%

: 1000050-99-6
(3R,5S)-5-[(1S)-1-azido-2-(benzyloxy)ethyl]-3-methyldihydrofuran-2(3H)-one

: 106566-02-3,120369-25-7,144902-31-8
L-valine benzylamide

: 1067648-46-7
(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

Guidance literature:: With 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 96h; Heating / reflux;

Reference yield:

: 1067648-41-2
2,3-dideoxy-2-methyl-D-glucono-1,4-lactone

: 1067648-46-7
(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / toluene / 5 h / Reflux

1.2: 90 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -15 - 0 °C

2.2: 0 - 20 °C

3.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 96 h / Reflux

With 2-hydroxypyridin; di-isopropyl azodicarboxylate; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1016/j.ejmech.2009.11.013

Reference yield:

: 1067648-40-1
5,6-di-O-benzyl-2,3-dideoxy-2-methyl-D-glucono-1,4-lactone

: 1067648-46-7
(2R,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-methylhexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium on activated charcoal; hydrogen / ethanol

2.1: di(n-butyl)tin oxide / toluene / 5 h / Reflux

2.2: 90 °C

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / -15 - 0 °C

3.2: 0 - 20 °C

4.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 96 h / Reflux

With 2-hydroxypyridin; di-isopropyl azodicarboxylate; palladium on activated charcoal; hydrogen; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; ethanol; toluene;
DOI:10.1016/j.ejmech.2009.11.013