3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate
CAS No.:457931-11-2
Molecular Formula:C₃₅H₃₅Cl₃N₂O₈
Molecular Weight:718.03
Hs Code.:

Synonyms:3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

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Technology Process of 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

There total 8 articles about 3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl 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:

: 545-06-2
trichloroacetonitrile

: 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-3,4-bis-benzyloxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-tetrahydro-pyran-2-ylmethyl ester

: 457931-11-2
3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1248/cpb.50.600

Reference yield:

: 3282-30-2
pivaloyl chloride

: 457931-11-2
3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / 5 h / 0 °C

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 28 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane;
DOI:10.1248/cpb.50.600

Reference yield:

: 100-39-0
benzyl bromide

: 457931-11-2
3,4-di-O-benzyl-6-O-pivaloyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / tetrabutyl ammonium bromide; NaH / dimethylformamide / 2 h / 0 °C

2: 100 percent / p-toluene sulfonic acid / CH₂Cl₂; methanol / 20 h / 20 °C

3: 100 percent / pyridine / 5 h / 0 °C

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5: 28 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; tetrabutylammomium bromide; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.50.600