(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

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Chemical Name:(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide
CAS No.:1067648-89-8
Molecular Formula:C₂₉H₄₁N₅O₄
Molecular Weight:523.676
Hs Code.:

Synonyms:(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

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Chemical Property of (2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

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Technology Process of (2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

There total 11 articles about (2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-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: 70.0%

: 1000045-28-2
(3S,5S)-5-[(1S)-1-azido-2-benzyloxyethyl]-3-isopropyldihydrofuran-2-one

: 129253-02-7
(S)-isoleucine benzyl amide

: 1067648-89-8
(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

Guidance literature:: With 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine; at 70 ℃; for 72h; Product distribution / selectivity;

Reference yield:

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

: 1067648-89-8
(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / -60 °C

1.2: 1 h / -60 °C

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

3.1: di(n-butyl)tin oxide / toluene / 4 h / Heating / reflux

3.2: 22 h / 90 °C

4.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.5 - 1 h / 0 - 20 °C

4.2: 1 h / 60 - 70 °C

5.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 72 h / 70 °C

With pyridine; 2-hydroxypyridin; trifluoromethylsulfonic anhydride; hydrogen; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; toluene;

Reference yield:

: 1079398-63-2
methyl 5,6-di-O-benzyl-3-deoxy-D-glucofuranoside

: 1067648-89-8
(2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-butyl)-amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran / Heating / reflux

2.1: tri-n-butyl-tin hydride / toluene / 2.5 h / 110 °C / Heating / reflux

3.1: boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / -60 °C

4.2: 1 h / -60 °C

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

6.1: di(n-butyl)tin oxide / toluene / 4 h / Heating / reflux

6.2: 22 h / 90 °C

7.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 0.5 - 1 h / 0 - 20 °C

7.2: 1 h / 60 - 70 °C

8.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 72 h / 70 °C

With pyridine; 2-hydroxypyridin; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; hydrogen; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; toluene;