2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

Base Information

Chemical Name:2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone
CAS No.:440339-55-9
Molecular Formula:C₄₈H₅₆O₁₂
Molecular Weight:824.965
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

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Technology Process of 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

There total 3 articles about 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone 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: 74.0%

: 74808-09-6,83441-60-5,90357-89-4,90358-01-3,103368-01-0,103368-04-3,103368-06-5,104048-30-8,104048-33-1,132201-75-3,132748-02-8,114743-70-3
2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl trichloroacetimidate

: 440339-54-8
5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

: 440339-55-9
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether; at 0 ℃; for 2h;
DOI:10.1021/jo016290z

Reference yield:

: 56710-46-4,67321-94-2,69602-93-3,94697-68-4,100227-29-0,102355-63-5,121357-95-7
5,6-O-isopropylidene-D-galactonic acid γ-lactone

: 440339-55-9
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / pyridine / 1 h / 20 °C

2: 74 percent / TMSOTf; 4 Angstroem molecular sieves / diethyl ether / 2 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In diethyl ether;
DOI:10.1021/jo016290z

Reference yield:

: 2782-07-2
D-galactono-1,4-lactone

: 440339-55-9
2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl-(1->3)-5,6-O-isopropylidene-2-O-pivaloyl-D-galactono-1,4-lactone

Guidance literature:: Multi-step reaction with 3 steps

1: H₂SO₄ conc. / acetone / 0.5 h / 0 °C

2: 79 percent / pyridine / 1 h / 20 °C

3: 74 percent / TMSOTf; 4 Angstroem molecular sieves / diethyl ether / 2 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; In diethyl ether; acetone;
DOI:10.1021/jo016290z