3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:347391-77-9
Molecular Formula:C₄₁H₄₆N₂O₉Si
Molecular Weight:738.91
Hs Code.:

Synonyms:3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 5 articles about 3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 347391-76-8
3-benzyloxycarbonylamino-1-propyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 347391-77-9
3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1016/S0040-4020(01)00196-X

Reference yield:

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

: 347391-77-9
3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: HBr / acetic acid; acetic anhydride / 2 h / 20 °C

2: 1.58 g / toluene / 1 h / Heating

3: 65 percent / HBF₄*Et₂O / CH₂Cl₂; diethyl ether / 12 h / 20 °C

4: 91 percent / NaOMe / methanol / 6 h / 20 °C

5: 300 mg / imidazole / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; tetrafluoroboric acid diethyl ether; hydrogen bromide; sodium methylate; In methanol; diethyl ether; dichloromethane; acetic anhydride; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)00196-X

Reference yield:

: 70831-94-6
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide

: 347391-77-9
3-benzyloxycarbonylamino-1-propyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.58 g / toluene / 1 h / Heating

2: 65 percent / HBF₄*Et₂O / CH₂Cl₂; diethyl ether / 12 h / 20 °C

3: 91 percent / NaOMe / methanol / 6 h / 20 °C

4: 300 mg / imidazole / dimethylformamide / 5 h / 20 °C

With 1H-imidazole; tetrafluoroboric acid diethyl ether; sodium methylate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)00196-X