6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

Base Information

Chemical Name:6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane
CAS No.:186091-15-6
Molecular Formula:C₄₆H₅₀N₂O₁₁S
Molecular Weight:838.976
Hs Code.:

Synonyms:6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

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Chemical Property of 6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

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Technology Process of 6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

There total 6 articles about 6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane 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: 83.0%

: 75-18-3
dimethylsulfide

: 186091-14-5
2-azi-10-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-1-decanol

: 186091-15-6
6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

Guidance literature:: With dibenzoyl peroxide; In acetonitrile; at 0 ℃; for 3h;
DOI:10.1016/S0008-6215(96)00207-8

Reference yield:

: 14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

: 186091-15-6
6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) tetramethylurea, silver trifluoromethanesulfonate, 4A molecular sieves / 1.) CH₂Cl₂, rt, 1 h, 2.) CH₂Cl₂, -20 deg C, 4 h

2: 78 percent / Bu₄NF*3H₂O / tetrahydrofuran / 2 h / Ambient temperature

3: 83 percent / benzoyl peroxide / acetonitrile / 3 h / 0 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; tetramethylurea; dibenzoyl peroxide; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0008-6215(96)00207-8

Reference yield:

: Acetic acid 8-(3-hydroxymethyl-3H-diazirin-3-yl)-octyl ester

: 186091-15-6
6-azi-14-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyloxy)-4-oxa-2-thiatetradecane

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 3 h / Ambient temperature

2: 93 percent / NaOMe / methanol / 12 h / Ambient temperature

3: 1.) tetramethylurea, silver trifluoromethanesulfonate, 4A molecular sieves / 1.) CH₂Cl₂, rt, 1 h, 2.) CH₂Cl₂, -20 deg C, 4 h

4: 78 percent / Bu₄NF*3H₂O / tetrahydrofuran / 2 h / Ambient temperature

5: 83 percent / benzoyl peroxide / acetonitrile / 3 h / 0 °C

With 1H-imidazole; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; dibenzoyl peroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(96)00207-8