2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

Base Information

Chemical Name:2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol
CAS No.:503544-30-7
Molecular Formula:C₄₅H₃₉F₃O₁₂SSe
Molecular Weight:939.819
Hs Code.:

Synonyms:2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

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Chemical Property of 2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

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Technology Process of 2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

There total 1 articles about 2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol 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: 99.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 503544-29-4
2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-1-phenylseleno-D-erythro-L-talo-nonitol

: 503544-30-7
2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 12h;
DOI:10.1016/S0008-6215(02)00176-3

Reference yield: 96.0%

: 503544-30-7
2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

: 503544-31-8
2,6-anhydro-5-azido-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-1-phenylseleno-D-erythro-L-manno-nonitol

Guidance literature:: With tetrabutylammoniun azide; In toluene;
DOI:10.1016/S0008-6215(02)00176-3

Reference yield:

: 503544-30-7
2,6-anhydro-4,7,8,9-tetra-O-benzoyl-1,3-dideoxy-2-methyl-5-O-trifluoromethanesulfonyl-1-phenylseleno-D-erythro-L-talo-nonitol

: Acetic acid [(2R,4S,5R,6R)-4-acetoxy-5-azido-2-methyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-yl]-phenylselanyl-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / tetra-n-butylammonium azide / toluene

2: MeONa / methanol / 12 h / 20 °C

3: 0.44 g / DMAP / pyridine / 12 h / 20 °C

4: m-chloroperbenzoic acid / tetrahydrofuran / 0.5 h / -80 °C

5: 0.42 g / NaOAc / tetrahydrofuran / 1.5 h / Heating

With dmap; sodium methylate; sodium acetate; tetrabutylammoniun azide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; methanol; toluene; 5: seleno-Pummerer rearrangement;
DOI:10.1016/S0008-6215(02)00176-3