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

Base Information

Chemical Name:(2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide
CAS No.:1414930-55-4
Molecular Formula:C₅₁H₆₃NO₈Si
Molecular Weight:846.149
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide 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:

: 1414930-54-3
C₄₀H₅₀O₇Si

: 17585-69-2,27172-85-6,28069-46-7,74496-49-4,79541-99-4
L-phenylalanine hydrochloride

: 1414930-55-4
(2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2012.10.042

Reference yield:

: 82598-84-3
2,3,4,6-tetra-O-benzyl-D-galactonolactone

: 1414930-55-4
(2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

Guidance literature:: Multi-step reaction with 5 steps

1: toluene / 12 h / Reflux

2: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 - 60 °C

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

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

5: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C

With 1H-imidazole; dmap; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2012.10.042

Reference yield:

: 1414930-52-1
(2R,3S,4S,5R)-N-benzyl-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

: 1414930-55-4
(2R,3S,4S,5R)-N-{(S)-1-ethoxycarbonyl-2-phenylethyl}-2,3,4,6-tetrabenzyloxy-5-triethylsiloxyhexanamide

Guidance literature:: Multi-step reaction with 3 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 / 2 h / 20 °C

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