N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

Base Information

Chemical Name:N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide
CAS No.:201053-45-4
Molecular Formula:C₅₀H₇₇NO₁₀SSi₂
Molecular Weight:940.399
Hs Code.:

N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

Synonyms:N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

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Chemical Property of N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

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Technology Process of N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

There total 8 articles about N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide 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: 67.0%

: 173008-15-6
1,5-anhydro-3,6-di-O-benzyl-2-deoxy-D-lyxo-hex-1-enopyranose

: 201053-43-2
N-((2S,3R,4R,5S,6R)-2-Ethylsulfanyl-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl)-benzenesulfonamide

: N-[(2R,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

: 201053-45-4
N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: With methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at 0 ℃; for 8h;
DOI:10.1021/ja9724957

Reference yield:

: 4098-06-0
triacetyl-D-galactal

: 201053-45-4
N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1: NH₃ / methanol

2: Im / dimethylformamide

3: 62 percent / imidazole / dimethylformamide

4: 89 percent / pyridine, DMAP

5: 93 percent / I(sym-coll)2ClO₄, 4A MS / CH₂Cl₂ / 0 °C

6: 88 percent / LHMDS / dimethylformamide / -40 - -15 °C

7: 78 percent / LAH / diethyl ether / 0 °C

8: 67 percent / MeOTf, 4A MS / diethyl ether; CH₂Cl₂ / 8 h / 0 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; iodonium(di-γ-collidine) perchlorate; impramine; ammonia; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9724957

Reference yield:

: 21193-75-9
D-galactal

: 201053-45-4
N-[(2S,3R,4R,5S,6R)-2-((2R,3R,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-5-hydroxy-4-triisopropylsilanyloxy-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: Im / dimethylformamide

2: 62 percent / imidazole / dimethylformamide

3: 89 percent / pyridine, DMAP

4: 93 percent / I(sym-coll)2ClO₄, 4A MS / CH₂Cl₂ / 0 °C

5: 88 percent / LHMDS / dimethylformamide / -40 - -15 °C

6: 78 percent / LAH / diethyl ether / 0 °C

7: 67 percent / MeOTf, 4A MS / diethyl ether; CH₂Cl₂ / 8 h / 0 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; iodonium(di-γ-collidine) perchlorate; impramine; methyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja9724957