Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-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)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
CAS No.:344779-92-6
Molecular Formula:C₅₉H₇₃N₅O₁₉
Molecular Weight:1156.25
Hs Code.:

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

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

There total 4 articles about Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-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: 73.0%

: 69747-36-0
(5-aminopentyl)carbamic acid benzyl ester

: 344779-66-4
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-oxo-ethoxy)-cyclohexyl ester

: 344779-92-6
Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-benzyloxycarbonylamino-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

Guidance literature:: With sodium cyanoborohydride; In tetrahydrofuran; methanol; acetic acid; at 20 ℃;
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

: 344779-92-6
Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-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: 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: 84 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

4.1: 73 percent / NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 20 °C

With pyridine; tetra-(n-butyl)ammonium iodide; sodium cyanoborohydride; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetic acid; 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

: 344779-92-6
Acetic acid (1S,2S,3R,4S,6R)-4,6-bis-benzyloxycarbonylamino-2-[2-(5-benzyloxycarbonylamino-pentylamino)-ethoxy]-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 3 steps

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

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 84 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

3.1: 73 percent / NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 20 °C

With tetra-(n-butyl)ammonium iodide; sodium cyanoborohydride; ozone; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00194-6