(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

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Chemical Name:(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate
CAS No.:1262890-86-7
Molecular Formula:C₄₄H₅₀N₂O₁₁
Molecular Weight:782.888
Hs Code.:

Synonyms:(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

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Chemical Property of (2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

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Technology Process of (2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

There total 6 articles about (2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate 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: 83.0%

: 1262890-80-1
(S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-hydroxypropanoate

: 130465-47-3
N-(tert-butoxycarbonyl)-O-tetrahydro-2H-pyran-2-ylserine

: 1262890-86-7
(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

Guidance literature:: (S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-hydroxypropanoate; N-(tert-butoxycarbonyl)-O-tetrahydro-2H-pyran-2-ylserine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 0 - 20 ℃; for 2h; Inert atmosphere;

With pyridine; In acetonitrile; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.tet.2010.11.007

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 1262890-86-7
(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: 10% palladium on activated carbon; hydrogen / methanol; ethyl acetate / 12.05 h

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere

3.2: 48 h / 20 °C / Inert atmosphere

With 10% palladium on activated carbon; hydrogen; pyridinium p-toluenesulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/j.tet.2010.11.007

Reference yield:

: 74272-78-9
2,3-dibenzyloxybenzoic acid

: 1262890-86-7
(2S)-benzyl 2-(2,3-bis(benzyloxy)benzamido)-3-((2S)-2-(tertbutoxycarbonylamino)-3-(tetrahydro-2H-pyran-2-yloxy)-propanoyloxy)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 2 h / 0 - 20 °C / Inert atmosphere

2.2: 48 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2010.11.007