2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:1450810-13-5
Molecular Formula:C₃₁H₃₁NO₇S
Molecular Weight:561.656
Hs Code.:

Synonyms:2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of 2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of 2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 6 articles about 2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-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: 55.0%

: 1450810-12-4
2,6-dimethylphenyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 1450810-13-5
2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With borane-THF; trimethylsilyl trifluoromethanesulfonate; at 0 ℃;
DOI:10.1021/ol402034g

Reference yield:

: 118-72-9
2,6-dimethylbenzene-1-thiol

: 1450810-13-5
2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

2: hydrogenchloride / methanol; diethyl ether / 7 h / 20 °C

3: CSA / methanol; diethyl ether; N,N-dimethyl-formamide / 20 °C

4: dmap; pyridine / 0 - 20 °C

5: borane-THF; trimethylsilyl trifluoromethanesulfonate / 0 °C

With pyridine; hydrogenchloride; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol402034g

Reference yield:

: 1450810-09-9
2,6-Dimethylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 1450810-13-5
2,6-dimethylphenyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / methanol; diethyl ether / 7 h / 20 °C

2: CSA / methanol; diethyl ether; N,N-dimethyl-formamide / 20 °C

3: dmap; pyridine / 0 - 20 °C

4: borane-THF; trimethylsilyl trifluoromethanesulfonate / 0 °C

With pyridine; hydrogenchloride; dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ol402034g