3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:347391-75-7
Molecular Formula:C₃₁H₃₄N₂O₁₂
Molecular Weight:626.617
Hs Code.:

Synonyms:3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of 3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 4 articles about 3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-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: 86.0%

: 91970-62-6
benzyl 4-hydroxybutanoate

: 79528-49-7
phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 347391-75-7
3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: benzyl 4-hydroxybutanoate; phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside; In dichloromethane; at 20 ℃; for 0.666667h; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; trichloroisocyanuric acid; In dichloromethane; at -5 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1039/c4ra03954h

Reference yield: 65.0%

: 34637-22-4
3-[(N-benzyloxycarbonyl)amino]propanol

: 347391-74-6
3-methoxy-2-pyridyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 347391-75-7
3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With tetrafluoroboric acid diethyl ether; In diethyl ether; dichloromethane; at 20 ℃; for 12h;
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

: 347391-75-7
3-benzyloxycarbonylamino-1-propyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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

With tetrafluoroboric acid diethyl ether; hydrogen bromide; In diethyl ether; dichloromethane; acetic anhydride; acetic acid; toluene;
DOI:10.1016/S0040-4020(01)00196-X