(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

Base Information

Chemical Name:(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide
CAS No.:1056675-55-8
Molecular Formula:C₃₅H₅₂N₆O₆
Molecular Weight:652.834
Hs Code.:

(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

Synonyms:(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

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Chemical Property of (2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

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Technology Process of (2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

There total 20 articles about (2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-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: 60.0%

: 5-azido-2,3,5-trideoxy-6-O-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

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

: 1056675-55-8
(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: With 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 70 ℃; for 88h;

Reference yield:

: 1056675-51-4
5-azido-2,3,5-trideoxy-6-O-(3-(((1R,S)-1-tert-butoxycarbonylamino)ethyl)benzyl)-2-isopropyl-D-glucono-1,4-lactone

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

: 1056675-55-8
(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: With 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 70 ℃;
DOI:10.1016/j.bmcl.2010.10.140

Reference yield:

: 1056674-35-1
5,6-di-O-benzyl-2,3-dideoxy-D-glucono-1,4-lactone

: 1056675-55-8
(2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; tris(pyrrolidino)phosphine oxide / -60 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 2250.23 Torr

3.1: di(n-butyl)tin oxide / benzene / 3 h / Heating / reflux

3.2: 80 °C

4.1: pyridine / dichloromethane / 1 h / 0 °C

5.1: sodium azide / N,N-dimethyl-formamide / 1 h / 70 °C

6.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 88 h / 70 °C

With pyridine; 2-hydroxypyridin; sodium azide; hydrogen; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; tris(pyrrolidino)phosphine oxide; N,N-dimethyl-formamide; benzene;