dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

Base Information

Chemical Name:dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate
CAS No.:373606-44-1
Molecular Formula:C₅₂H₇₁O₁₇P
Molecular Weight:999.099
Hs Code.:

Synonyms:dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

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Chemical Property of dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

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Technology Process of dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

There total 10 articles about dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside 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: 89.0%

: 226919-63-7
dibutyl 2-O-pivaloyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside phosphate

: 373606-43-0
dibutyl 3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

: 373606-44-1
dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ja016227r

Reference yield:

: (3R,3aS,6aS)-3-Triisopropylsilanyloxymethyl-tetrahydro-1,2,4,6-tetraoxa-cyclopropa[e]inden-5-one

: 373606-44-1
dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.33 h / -78 °C

2: 68 percent / DMAP / tetrahydrofuran / 1 h / 0 - 20 °C

3: 86 percent / acetic acid; tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

4: 89 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -78 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016227r

Reference yield:

: 373606-19-0
dibutyl 3,4-O-carbonyl-2-O-pivaloyl-6-O-triisopropylsilyl-α-D-galactopyranoside phosphate

: 373606-44-1
dibutyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-glucopyranosyl-(1->6)-3,4-O-carbonyl-2-O-pivaloyl-α-D-galactopyranoside phosphate

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / acetic acid; tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

2: 89 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -78 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja016227r