allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Base Information

Chemical Name:allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside
CAS No.:173068-11-6
Molecular Formula:C₅₀H₆₅NO₁₄
Molecular Weight:904.064
Hs Code.:

Synonyms:allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

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Chemical Property of allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

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Technology Process of allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

There total 4 articles about allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside 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: 79.0%

: 61236-87-1
allyl 2,4,6-tri-O-benzyl-α-D-galactopyranoside

: 173068-10-5
2-methyl-(3-O-acetyl-1,2-dideoxy-4,6-di-O-pivaloyl-α-D-galactopyrano)-<2,1-d>-2-oxazoline

: 173068-11-6
allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 18h; Ambient temperature;
DOI:10.1016/0008-6215(95)00192-V

Reference yield:

: 158382-59-3
allyl 2-acetamido-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranoside

: 173068-11-6
allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine

2: 92 percent / (cycloocta-1,5-diene)bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂ / tetrahydrofuran / 0.02 h

3: 54 percent / I₂, DBU / tetrahydrofuran / 0.25 h

4: 79 percent / 4A MS, Me₃SiOTf / CH₂Cl₂ / 18 h / Ambient temperature

With pyridine; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; hydrogen; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(95)00192-V

Reference yield:

: 173068-09-2
1-propenyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranoside

: 173068-11-6
allyl 3-O-(2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-β-D-galactopyranosyl)-2,4,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / I₂, DBU / tetrahydrofuran / 0.25 h

2: 79 percent / 4A MS, Me₃SiOTf / CH₂Cl₂ / 18 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(95)00192-V