dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

Base Information

Chemical Name:dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate
CAS No.:373606-20-3
Molecular Formula:C₃₉H₆₃O₁₀PSi
Molecular Weight:750.982
Hs Code.:

Synonyms:dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

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Chemical Property of dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

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Technology Process of dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

There total 3 articles about dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate 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: 73.0%

: 3282-30-2
pivaloyl chloride

: 107-66-4
dibutyl phosphate

: 373606-49-6
1,5-anhydro-3-O-tert-butyldimethylsilyl-2-deoxy-4,6-di-O-benzyl-D-lyxo-hex-1-enitol

: 373606-20-3
dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

Guidance literature:: 1,5-anhydro-3-O-tert-butyldimethylsilyl-2-deoxy-4,6-di-O-benzyl-D-lyxo-hex-1-enitol; With 3,3-dimethyldioxirane; In dichloromethane; acetone; at 0 ℃; for 0.333333h;

dibutyl phosphate; In dichloromethane; at -78 ℃; for 0.25h;

pivaloyl chloride; With dmap; In dichloromethane; at 0 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo015987h

Reference yield:

: 81928-98-5
4,6-di-O-benzyl-D-galactal

: 373606-20-3
dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / imidazole / dimethylformamide / 1.5 h

2.1: dimethyl dioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

2.2: CH₂Cl₂ / 0.25 h / -78 °C

2.3: 73 percent / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 3,3-dimethyldioxirane; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo015987h

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 373606-20-3
dibutyl 3-O-tert-butyldimethylsilyl-4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / imidazole / dimethylformamide / 1.5 h

2.1: dimethyl dioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

2.2: CH₂Cl₂ / 0.25 h / -78 °C

2.3: 73 percent / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 3,3-dimethyldioxirane; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo015987h