(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

Base Information

Chemical Name:(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate
CAS No.:1056670-98-4
Molecular Formula:C₂HF₃O₂*C₃₂H₄₃N₃O₄
Molecular Weight:647.735
Hs Code.:

(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

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Chemical Property of (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

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Technology Process of (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

There total 22 articles about (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate 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:

: 1056674-54-4
(3S,5S)-5-[(1R)-2-(benzyloxy)-1-hydroxyethyl]-3-isopropyldihydrofuran-2(3H)-one

: 1056670-98-4
(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

Guidance literature:: Multi-step reaction with 9 steps

1: pyridine / dichloromethane / 0.25 - 0.5 h / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 1 h / 60 °C

3: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 72 h / 70 °C

4: hydrogen / palladium, 5% on calcium carbonate, poisoned with lead / ethyl acetate

5: dmap / dichloromethane / 0.25 h / 20 °C

6: hydrogen / palladium 10% on activated carbon / methanol

7: boron trifluoride diethyl etherate / dichloromethane / 17 h / 20 °C

8: methanol; sodium hydroxide; water / tetrahydrofuran / 0.25 h / 20 °C

With pyridine; 2-hydroxypyridin; methanol; dmap; sodium hydroxide; sodium azide; water; hydrogen; N-ethyl-N,N-diisopropylamine; palladium, 5% on calcium carbonate, poisoned with lead; palladium 10% on activated carbon; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 1056670-98-4
(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.08 h / 0 °C

1.2: 0.33 h

2.1: trifluoroacetic acid / 1 h / 20 °C

3.1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 72 h / 70 °C

4.1: hydrogen / palladium, 5% on calcium carbonate, poisoned with lead / ethyl acetate

5.1: dmap / dichloromethane / 0.25 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon / methanol

7.1: boron trifluoride diethyl etherate / dichloromethane / 17 h / 20 °C

8.1: methanol; sodium hydroxide; water / tetrahydrofuran / 0.25 h / 20 °C

With 2-hydroxypyridin; methanol; dmap; sodium hydroxide; water; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; palladium, 5% on calcium carbonate, poisoned with lead; palladium 10% on activated carbon; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

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

: 1056670-98-4
(2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate

Guidance literature:: Multi-step reaction with 7 steps

1: 2-hydroxypyridin; N-ethyl-N,N-diisopropylamine / 72 h / 70 °C

2: hydrogen / palladium, 5% on calcium carbonate, poisoned with lead / ethyl acetate

3: dmap / dichloromethane / 0.25 h / 20 °C

4: hydrogen / palladium 10% on activated carbon / methanol

5: boron trifluoride diethyl etherate / dichloromethane / 17 h / 20 °C

6: methanol; sodium hydroxide; water / tetrahydrofuran / 0.25 h / 20 °C

With 2-hydroxypyridin; methanol; dmap; sodium hydroxide; water; hydrogen; N-ethyl-N,N-diisopropylamine; palladium, 5% on calcium carbonate, poisoned with lead; palladium 10% on activated carbon; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;