(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester

Base Information

Chemical Name:(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester
CAS No.:1091682-19-7
Molecular Formula:C₄₁H₅₄N₄O₇
Molecular Weight:714.902
Hs Code.:

(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester

Synonyms:(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl 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)-furan-2-ylmethyl-carbamic acid benzyl 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)-furan-2-ylmethyl-carbamic acid benzyl ester

There total 7 articles about (1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl 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%

: [1-((S)-2-amino-3,3-dimethyl-butyryl)-piperidin-4-yl]-furan-2-ylmethyl-carbamic acid benzyl ester hydrochloride

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

: 1091682-19-7
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 1091681-87-6
4-(benzyloxycarbonyl-furan-2-ylmethyl-amino)-piperidine-1-carboxylic acid tert-butyl ester

: 1091682-19-7
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / water; ethyl acetate / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

3: hydrogenchloride / water; ethyl acetate / 20 °C

4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; ethyl acetate;
DOI:10.1016/j.bmcl.2016.04.086

Reference yield:

: 883516-51-6
4-[(furan-2-ylmethyl)amino]piperidin-1-carboxylic acid tert-butyl ester

: 1091682-19-7
(1-{(S)-2-[(R)-3-(benzyloxy-formyl-amino)-2-cyclopentylmethyl-propionylamino]-3,3-dimethyl-butyryl}-piperidin-4-yl)-furan-2-ylmethyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / water; tetrahydrofuran / 20 °C

2: hydrogenchloride / water; ethyl acetate / 20 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

4: hydrogenchloride / water; ethyl acetate / 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.bmcl.2016.04.086