2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

Base Information

Chemical Name:2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate
CAS No.:180782-72-3
Molecular Formula:C₁₉H₂₀Cl₃NO₈
Molecular Weight:496.729
Hs Code.:

Synonyms:2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-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 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

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Technology Process of 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

There total 7 articles about 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-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: 90.0%

: 22893-78-3,104186-84-7,108031-63-6,113566-71-5,113566-72-6
2,3-di-O-acetyl-4,6-O-benzylidene-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 180782-72-3
2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -10 - -3 ℃; for 3h; Inert atmosphere;

Reference yield:

: 3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0
4,6-O-benzylidene-D-glucose

: 180782-72-3
2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Et₃N; DMAP / CH₂Cl₂

2: tetrahydrofuran / 14 h

3: 1.57 g / aq. HCl / tetrahydrofuran / 1 h

4: Cs₂CO₃ / CH₂Cl₂ / 12 h

With hydrogenchloride; dmap; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acetylation / 2: glycosylation / 3: Hydrogenolysis / 4: Addition;
DOI:10.1021/jo971413u

Reference yield:

: 180980-45-4
acetyl 2,3-di-O-acetyl-4,6-O-benzyliden-D-glucopyranoside

: 180782-72-3
2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranose 1-trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran / 14 h

2: 1.57 g / aq. HCl / tetrahydrofuran / 1 h

3: Cs₂CO₃ / CH₂Cl₂ / 12 h

With hydrogenchloride; caesium carbonate; In tetrahydrofuran; dichloromethane; 1: glycosylation / 2: Hydrogenolysis / 3: Addition;
DOI:10.1021/jo971413u