O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate
CAS No.:403616-59-1
Molecular Formula:C₃₇H₄₃Cl₃N₂O₁₇
Molecular Weight:894.111
Hs Code.:

O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Synonyms:O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

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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 O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

There total 6 articles about O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate 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: 87.0%

: 545-06-2
trichloroacetonitrile

: 403616-64-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranose

: 403616-59-1
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M

Reference yield:

: 171754-66-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 403616-59-1
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

2: 90 percent / EtSH; p-TsOH / CH₂Cl₂ / 1 h / 20 °C

3: 95 percent / pyridine

4: 100 percent / glacial acetic acid; TBAF / tetrahydrofuran / 0.5 h / 0 °C

5: 87 percent / DBU / CH₂Cl₂ / 1 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M

Reference yield:

: 216877-67-7
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 403616-59-1
O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-dimethylmaleimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

2: 90 percent / EtSH; p-TsOH / CH₂Cl₂ / 1 h / 20 °C

3: 95 percent / pyridine

4: 100 percent / glacial acetic acid; TBAF / tetrahydrofuran / 0.5 h / 0 °C

5: 87 percent / DBU / CH₂Cl₂ / 1 h / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200111)2001:22<4239::AID-EJOC4239>3.0.CO;2-M