2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

Base Information

Chemical Name:2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside
CAS No.:89983-46-0
Molecular Formula:C₂₃H₂₂BrNO₇
Molecular Weight:504.334
Hs Code.:

Synonyms:2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

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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-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

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Technology Process of 2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

There total 5 articles about 2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside 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: 86.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 89983-45-9
2-bromoethyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 89983-46-0
2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; for 1h; Ambient temperature;
DOI:10.1016/0008-6215(84)85159-9

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 89983-46-0
2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃ etherate

2: 73 percent / aqu. HCl / acetone / 3.5 h / 70 °C

3: 86 percent / TsOH_.H₂O / acetonitrile / 1 h / Ambient temperature

With hydrogenchloride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In acetone; acetonitrile;
DOI:10.1016/0008-6215(84)85159-9

Reference yield:

: 85-44-9
phthalic anhydride

: 89983-46-0
2-bromoethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glycopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) pyridine / 1.) MeOH, water, 1 h, 50 deg C; 2.) 1 h, 100 deg C

2: BF₃ etherate

3: 73 percent / aqu. HCl / acetone / 3.5 h / 70 °C

4: 86 percent / TsOH_.H₂O / acetonitrile / 1 h / Ambient temperature

With pyridine; hydrogenchloride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; triethylamine; In acetone; acetonitrile;
DOI:10.1016/0008-6215(84)85159-9