(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester
CAS No.:1091682-22-2
Molecular Formula:C₃₈H₅₁Cl₃N₄O₉
Molecular Weight:814.203
Hs Code.:

(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Synonyms:(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

There total 7 articles about (1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester 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: 59.0%

: 1091681-93-4
[1-((S)-2-amino-3,3-dimethyl-butyryl)-piperidin-4-yl]-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester hydrochloride

: 301684-75-3
(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoic acid

: 1091682-22-2
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: (2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 1h;

[1-((S)-2-amino-3,3-dimethyl-butyryl)-piperidin-4-yl]-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester hydrochloride; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;

Reference yield:

: 501-30-4,123712-78-7
5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

: 1091682-22-2
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / water / 1.33 h / 0 - 20 °C

2.1: thionyl chloride / 1 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / Heating / reflux

4.1: pyridine / acetonitrile / 1 h / 20 °C

5.1: hydrogenchloride / ethyl acetate

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1.33 h

6.2: 16 h / 20 °C

7.1: hydrogenchloride / ethyl acetate

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h

8.2: 15 h / 20 °C

With pyridine; hydrogenchloride; potassium hydroxide; thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 6269-25-6
2-Hydroxymethyl-5-methoxy-4H-pyran-4-on

: 1091682-22-2
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-(5-methoxy-4-oxo-4H-pyran-2-ylmethyl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 17 h / Heating / reflux

3.1: pyridine / acetonitrile / 1 h / 20 °C

4.1: hydrogenchloride / ethyl acetate

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1.33 h

5.2: 16 h / 20 °C

6.1: hydrogenchloride / ethyl acetate

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h

7.2: 15 h / 20 °C

With pyridine; hydrogenchloride; thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;