(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

Base Information

Chemical Name:(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide
CAS No.:1414930-59-8
Molecular Formula:C₅₄H₆₂N₂O₁₁
Molecular Weight:915.093
Hs Code.:

Synonyms:(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

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Chemical Property of (2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

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Technology Process of (2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

There total 8 articles about (2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide 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:

: 15761-38-3
L-N-Boc-Ala

: C₄₆H₄₉NO₈

: 1414930-59-8
(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetlet.2012.10.042

Reference yield:

: 1414930-64-5
(2R,3S,4R,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

: 1414930-59-8
(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; triethylamine / tetrahydrofuran / 48 h / 20 °C

2: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran / 16 h / 0 - 20 °C

3: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 48 h / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

With dmap; tetrabutyl ammonium fluoride; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2012.10.042

Reference yield:

: (2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

: 1414930-59-8
(2R,3S,4R,5R)-N-{(S)-1-allyloxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-{(S)-2-tertbutoxycarbonamidopropionyloxy}hexanamide

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C

With dmap; tetrabutyl ammonium fluoride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2012.10.042