Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester
CAS No.:177420-24-5
Molecular Formula:C₁₆H₁₉N₃O₇
Molecular Weight:365.343
Hs Code.:

Synonyms:Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

Suppliers and Price of Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

There total 1 articles about Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl 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: 84.0%

: 150-76-5
4-methoxy-phenol

: 177567-99-6
1,2,3-tri-O-acetyl-5-azido-5-deoxy-D-arabinofuranose

: 177420-24-5
Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 5h; 0 deg C -> room t.;
DOI:10.1016/0040-4039(96)00422-4

Reference yield:

: 177420-24-5
Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

: 177420-27-8
(3R,4R,5R)-3,4-di-O-benzyl-3,4,5-trihydroxypiperidine

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 0.17 h / Ambient temperature

2: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, 0 deg C to room t., 12 h

3: 89 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.08 h / 0 - 5 °C

4: 67 percent / H₂ / Pd-CaCO₃ / methanol / 18 h / Ambient temperature

With ammonium cerium(IV) nitrate; hydrogen; sodium methylate; sodium hydride; Lindlar's catalyst; In methanol; water; acetonitrile;
DOI:10.1016/0040-4039(96)00422-4

Reference yield:

: 177420-24-5
Acetic acid (3S,4R,5R)-4-acetoxy-5-azidomethyl-2-(4-methoxy-phenoxy)-tetrahydro-furan-3-yl ester

: 177420-28-9
(3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol / 0.17 h / Ambient temperature

2: 1.) NaH / 1.) DMF, 0 deg C, 2.) DMF, 0 deg C to room t., 12 h

3: 89 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.08 h / 0 - 5 °C

4: 67 percent / H₂ / Pd-CaCO₃ / methanol / 18 h / Ambient temperature

5: 75 percent / Et₃N / methanol / 8 h / 0 deg C to room t.

With ammonium cerium(IV) nitrate; hydrogen; sodium methylate; sodium hydride; triethylamine; Lindlar's catalyst; In methanol; water; acetonitrile;
DOI:10.1016/0040-4039(96)00422-4