allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside
CAS No.:246513-17-7
Molecular Formula:C₄₁H₅₅NO₁₅Si
Molecular Weight:829.971
Hs Code.:

Synonyms:allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-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)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

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Technology Process of allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

There total 5 articles about allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-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: 68.0%

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

: 153658-80-1
Allyl 2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

: 246513-17-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; for 1h;
DOI:10.1080/07328309908544034

Reference yield: 56.0%

: 153658-80-1
Allyl 2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

: 2,3,4,6-tetra-O-acetyl-α-D-talopyranosyl trichoroacetimidate

: allyl 2-acetamido-3,4-di-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

: 153658-83-4
Allyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1,3)-2-acetamido-2-deoxy-6-O-(tert-butyldiphenylsilyl)-β-D-glucopyranoside

: 246513-17-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; regioselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.tet.2013.10.027

Reference yield:

: 54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0
allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 246513-17-7
allyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / pyridine / 6 h / 20 °C

2: 68 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h

With pyridine; boron trifluoride diethyl etherate; In dichloromethane; 1: Substitution / 2: Substitution;
DOI:10.1080/07328309908544034