1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Base Information

Chemical Name:1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside
CAS No.:1261030-95-8
Molecular Formula:C₂₉H₃₁NO₁₁
Molecular Weight:569.565
Hs Code.:

Synonyms:1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-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 1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

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Technology Process of 1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

There total 5 articles about 1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-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: 70.0%

: 622-08-2,1201808-31-2
2-Benzyloxyethanol

: 63000-69-1
1-bromo-2-deoxy-2-N-phthalimido-3,4,6-tri-O-acetyl-β-D-glucopyranose

: 1261030-95-8
1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: With silver carbonate; In dichloromethane; for 16h;
DOI:10.1021/jo402700y

Reference yield: 67.0%

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

: 622-08-2,1201808-31-2
2-Benzyloxyethanol

: 1261030-95-8
1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: With boron trifluoride dimethyl etherate; In acetonitrile; for 5h; Reflux; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.05.036

Reference yield:

: 66-84-2
D-(+)-glucosamine hydrochloride

: 1261030-95-8
1-O-(2-benzyloxyethyl)-2-deoxy-2-phthalimino-3,4,6-tri-O-acetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate / methanol / 3 h / 20 °C / Inert atmosphere

1.2: 6 h / 20 °C / Inert atmosphere

2.1: pyridine / 12 h / 20 °C / Inert atmosphere

3.1: boron trifluoride dimethyl etherate / acetonitrile / 5 h / Reflux; Inert atmosphere

With pyridine; boron trifluoride dimethyl etherate; sodium methylate; In methanol; acetonitrile;
DOI:10.1016/j.bmcl.2013.05.036