tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:459170-35-5
Molecular Formula:C₂₇H₃₃NO₇Si
Molecular Weight:511.647
Hs Code.:

Synonyms:tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-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 tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 4 articles about tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-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: 87.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 732246-93-4
(tert-butyl)dimethylsilyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 459170-35-5
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In 1,4-dioxane; at 30 ℃; for 13h; under 30 Torr;
DOI:10.1007/s00706-009-0172-0

Reference yield:

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

: 459170-35-5
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: ethylenediamine; AcOH / tetrahydrofuran / 6 h

2: 82 percent / imidazole / dimethylformamide / 47 h / 0 - 20 °C

3: 2.96 percent / NaOMe; MeOH / 2.5 h / 20 °C

4: 3.03 g / TsOH*H₂O / acetonitrile / 13.5 h

With 1H-imidazole; methanol; sodium methylate; toluene-4-sulfonic acid; acetic acid; ethylenediamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0127234

Reference yield:

: 72858-55-0,90405-21-3,90405-42-8,124362-60-3,144221-86-3
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose

: 459170-35-5
tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / imidazole / dimethylformamide / 47 h / 0 - 20 °C

2: 2.96 percent / NaOMe; MeOH / 2.5 h / 20 °C

3: 3.03 g / TsOH*H₂O / acetonitrile / 13.5 h

With 1H-imidazole; methanol; sodium methylate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0127234