1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

Base Information

Chemical Name:1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose
CAS No.:153527-47-0
Molecular Formula:C₂₆H₄₄O₁₀
Molecular Weight:516.629
Hs Code.:

Synonyms:

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Chemical Property of 1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

Chemical Property:

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Technology Process of 1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

There total 1 articles about 1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose 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: 58.0%

: 10257-28-0
D-Galactose

: 3282-30-2
pivaloyl chloride

: 108342-85-4,118711-42-5,220017-47-0
1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose

: 1,3,6-tri-O-pivaloyl-β-D-galactopyranose

: 153527-47-0
1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

: 118711-42-5,220017-47-0
1,2,3,4,6-penta-O-pivaloyl-α-D-galactopyranose

Guidance literature:: With pyridine; In chloroform; at 35 ℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1016/0008-6215(93)84121-L

Reference yield:

: 153527-47-0
1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

: 1181680-84-1
C₂₁H₂₅FO₄

Guidance literature:: Multi-step reaction with 11 steps

1.1: BAST / tetrahydrofuran / 2 h / 20 °C / Cooling with water

2.1: hydrogen bromide; acetic acid / 1 h / 20 °C

3.1: potassium carbonate / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

4.1: sodium methylate / methanol / 12 h / Reflux

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 20 °C

6.1: N-Bromosuccinimide / acetone / 2 h / 20 °C

7.1: water / ethyl acetate

8.1: acetic anhydride / dimethyl sulfoxide / 20 °C

9.1: n-butyllithium / toluene; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

9.2: 0.5 h / -78 °C

10.1: boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 0.5 h / -40 °C / Inert atmosphere

11.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / dichloromethane; methanol / 2 h / 4500.45 Torr

With hydrogenchloride; triethylsilane; N-Bromosuccinimide; n-butyllithium; boron trifluoride diethyl etherate; water; hydrogen bromide; hydrogen; sodium methylate; acetic anhydride; sodium hydride; potassium carbonate; acetic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; mineral oil;

Reference yield:

: 153527-47-0
1,2,3,6-tetra-O-trimethylacetyl-β-D-galactopyranose

: (3R,4R,5R,6R)-3,4-bis(benzyloxy)-6-((benzyloxy)methyl)-5-fluorotetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: BAST / tetrahydrofuran / 2 h / 20 °C / Cooling with water

2: hydrogen bromide; acetic acid / 1 h / 20 °C

3: potassium carbonate / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

4: sodium methylate / methanol / 12 h / Reflux

5: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 20 °C

6: N-Bromosuccinimide / acetone / 2 h / 20 °C

7: water / ethyl acetate

With N-Bromosuccinimide; water; hydrogen bromide; sodium methylate; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; mineral oil;