Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

Base Information

Chemical Name:Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester
CAS No.:794535-90-3
Molecular Formula:C₁₅H₂₁N₃O₈
Molecular Weight:371.347
Hs Code.:

Synonyms:Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

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Chemical Property of Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

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Technology Process of Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

There total 5 articles about Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-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: 71.0%

: 127-09-3
sodium acetate

: 794535-89-0
Acetic acid (1R,2S,3R,5R,6R)-2-acetoxy-5-acetoxymethyl-3-azido-6-methanesulfonyloxy-cyclohexyl ester

: 794535-90-3
Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

Guidance literature:: In N,N-dimethyl-formamide; at 110 ℃;
DOI:10.1016/j.bmcl.2004.07.091

Reference yield: 26.0%

: 108-24-7
acetic anhydride

: 794535-82-3
Acetic acid (1R,3R,4S,5R,8R)-3-azido-8-methanesulfonyloxy-6-oxa-bicyclo[3.2.1]oct-4-yl ester

: 794535-90-3
Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

: 794535-89-0
Acetic acid (1R,2S,3R,5R,6R)-2-acetoxy-5-acetoxymethyl-3-azido-6-methanesulfonyloxy-cyclohexyl ester

Guidance literature:: With sulfuric acid; acetic acid; at 120 ℃;
DOI:10.1016/j.bmcl.2004.07.091

Reference yield:

: Methanesulfonic acid (1R,2S,4S,6R,9R)-(3,8-dioxa-tricyclo[4.2.1.0^2,4]non-9-yl) ester

: 794535-90-3
Acetic acid (1S,2S,3R,5R,6S)-2,6-diacetoxy-3-acetoxymethyl-5-azido-cyclohexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: NaN₃ / dimethylformamide / 120 °C

2: 5 percent / H₂SO₄; AcOH / 120 °C

With sodium azide; sulfuric acid; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.07.091