2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside
CAS No.:174149-27-0
Molecular Formula:C₃₃H₄₀O₉Si
Molecular Weight:608.761
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

Chemical Property:

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Technology Process of 2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside 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:

: 1125-88-8
benzaldehyde dimethyl acetal

: 174149-27-0
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / PTSA / acetonitrile / 3 h / 25 °C

2: 96 percent / DMAP / pyridine / 2 h / 25 °C

3: 93 percent / HCl/Et₂O / tetrahydrofuran / 0 °C

4: 4.50 g / P₂O₅ / dimethylformamide; dimethylsulfoxide / 2 h / 50 °C

5: 4.70 g / tetrahydrofuran / -78 °C

6: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, -78 deg C, 3 h

With hydrogenchloride; dmap; sodium tetrahydroborate; diethyl ether; phosphorus pentoxide; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; pyridine; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo951067l

Reference yield:

: 81342-44-1
(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 174149-27-0
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: Amberlite IRA 910 / methanol / 2 h / 25 °C

2: 89 percent / PTSA / acetonitrile / 3 h / 25 °C

3: 96 percent / DMAP / pyridine / 2 h / 25 °C

4: 93 percent / HCl/Et₂O / tetrahydrofuran / 0 °C

5: 4.50 g / P₂O₅ / dimethylformamide; dimethylsulfoxide / 2 h / 50 °C

6: 4.70 g / tetrahydrofuran / -78 °C

7: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, -78 deg C, 3 h

With hydrogenchloride; dmap; sodium tetrahydroborate; diethyl ether; Amberlite IRA 910; phosphorus pentoxide; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo951067l

Reference yield:

: 81336-89-2,81336-96-1,117252-95-6,132871-94-4,117252-72-9
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triol

: 174149-27-0
2-(trimethylsilyl)ethyl 2,3-di-O-benzoyl-4-C-(hydroxymethyl)-6-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / PTSA / acetonitrile / 3 h / 25 °C

2: 96 percent / DMAP / pyridine / 2 h / 25 °C

3: 93 percent / HCl/Et₂O / tetrahydrofuran / 0 °C

4: 4.50 g / P₂O₅ / dimethylformamide; dimethylsulfoxide / 2 h / 50 °C

5: 4.70 g / tetrahydrofuran / -78 °C

6: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, -78 deg C, 3 h

With hydrogenchloride; dmap; sodium tetrahydroborate; diethyl ether; phosphorus pentoxide; toluene-4-sulfonic acid; ozone; In tetrahydrofuran; pyridine; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo951067l