Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
CAS No.:344779-67-5
Molecular Formula:C₄₆H₅₄N₆O₁₇
Molecular Weight:962.965
Hs Code.:

Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Chemical Property of Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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Technology Process of Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

There total 5 articles about Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl 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:

: Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-2-(2-methanesulfonyloxy-ethoxy)-cyclohexyl ester

: 344779-67-5
Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 8h;
DOI:10.1016/S0040-4020(01)00194-6

Reference yield:

: 23600-10-4
[(1R,2S,3R,4R,5S)-5-Benzyloxycarbonylamino-4-((2S,3R,4R,5S,6R)-3-benzyloxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2,3-dihydroxy-cyclohexyl]-carbamic acid benzyl ester

: 344779-67-5
Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 46 percent / pyridine / dimethylformamide

2.1: 43 percent / tetrabutylammonium isodide; LiHMDS / dimethylformamide / 1.25 h / 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: NaBH₄ / CH₂Cl₂; methanol / 0.5 h / 0 °C

4.1: 2,4,6-collidine / CH₂Cl₂ / 36 h

5.1: 253 mg / NaN₃ / dimethylformamide / 8 h / 50 °C

With pyridine; 2,4,6-trimethyl-pyridine; sodium azide; tetra-(n-butyl)ammonium iodide; ozone; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00194-6

Reference yield:

: 344779-64-2
Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((1R,2S,3S,4R,6S)-3-acetoxy-4,6-bis-benzyloxycarbonylamino-2-hydroxy-cyclohexyloxy)-2-acetoxymethyl-5-benzyloxycarbonylamino-tetrahydro-pyran-4-yl ester

: 344779-67-5
Acetic acid (1S,2S,3R,4S,6R)-2-(2-azido-ethoxy)-4,6-bis-benzyloxycarbonylamino-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 43 percent / tetrabutylammonium isodide; LiHMDS / dimethylformamide / 1.25 h / 20 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: NaBH₄ / CH₂Cl₂; methanol / 0.5 h / 0 °C

3.1: 2,4,6-collidine / CH₂Cl₂ / 36 h

4.1: 253 mg / NaN₃ / dimethylformamide / 8 h / 50 °C

With 2,4,6-trimethyl-pyridine; sodium azide; tetra-(n-butyl)ammonium iodide; ozone; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00194-6