allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside
CAS No.:107802-77-7
Molecular Formula:C₃₈H₄₃NO₁₆
Molecular Weight:769.757
Hs Code.:

Synonyms:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

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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 allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

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Technology Process of allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

There total 6 articles about allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside 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: 23.0%

: 107823-72-3
allyl 6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 4163-45-5
2,3,4,6-tetra-O-acetyl-β-galactopyranosyl fluoride

: 107802-77-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

: 107802-78-8
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

: 107802-79-9
allyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1-3)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tin(ll) chloride; In dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)80600-0

Reference yield: 2.2%

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 107823-72-3
allyl 6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 107802-77-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

: 107802-78-8
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-3)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

: 107802-79-9
allyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1-3)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at -23 ℃; for 4h; 4 Angstroem molecular sieves;
DOI:10.1016/0008-6215(87)80279-3

Reference yield:

: 114853-29-1
allyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 107802-77-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1-4)-6-O-benzyl-2-deoxy-2-phtalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 88.5 percent / TsOH_.H₂O / dimethylformamide / 6 h / 60 °C

2: 69.3 percent / BH_3.NMe₃, AlCl₃ / tetrahydrofuran / 3 h / 20 °C

3: 33 percent / BF_3.etherate / 1,2-dichloro-ethane / 4 h / -23 °C / 4 Angstroem molecular sieves

With aluminium trichloride; trimethylamine-borane; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(87)80279-3