N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

Base Information

Chemical Name:N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide
CAS No.:124581-43-7
Molecular Formula:C₂₃H₃₆BrNO₄Si
Molecular Weight:498.533
Hs Code.:

Synonyms:N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

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Chemical Property of N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

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Technology Process of N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

There total 8 articles about N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide 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: 95.0%

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

: 124581-42-6
4-O-(4'-bromobenzyl)-6-O-(tert-butyldimethylsilyl)-D-galactal

: 124581-43-7
N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

Guidance literature:: In xylene; at 142 ℃; for 10h;
DOI:10.1021/jo00290a014

Reference yield:

: 3068-32-4
1-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose

: 124581-43-7
N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: zinc dust / aq. acetic acid / 1 h / 0 °C

2: NH₃ / methanol / 15 h / Ambient temperature

3: 73 percent / pyridine / 1) 0 deg C, 1 h, 2) RT, 15 h

4: 95 percent / pyridine / 1) - 35 deg C, 1.5 h, 2) up to 0 deg C, 30 min

5: KH / hexamethylphosphoric acid triamide / 1.5 h / 0 °C

6: 10percent aq. NaOH / methanol / 15 h / Ambient temperature

7: 95 percent / xylene / 10 h / 142 °C

With pyridine; sodium hydroxide; ammonia; potassium hydride; zinc; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; acetic acid; xylene;
DOI:10.1021/jo00290a014

Reference yield:

: 124648-31-3
6-((tert-butyldimethylsilyl)oxy)-3-O-benzoyl-D-galactal

: 124581-43-7
N,N-dimethyl-(2S,5R,6R)-5-<(4'-bromobenzyl)oxy>-6-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>methyl>-3,4-dideoxypyran-2-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: KH / hexamethylphosphoric acid triamide / 1.5 h / 0 °C

2: 10percent aq. NaOH / methanol / 15 h / Ambient temperature

3: 95 percent / xylene / 10 h / 142 °C

With sodium hydroxide; potassium hydride; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; xylene;
DOI:10.1021/jo00290a014