4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

Base Information

Chemical Name:4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid
CAS No.:167013-86-7
Molecular Formula:C₄₉H₄₇NO₁₉
Molecular Weight:953.907
Hs Code.:

4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

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Chemical Property of 4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

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Technology Process of 4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

There total 3 articles about 4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid 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:

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 167013-86-7
4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / 4A molecular sieves, BF₃*Et₂O / CH₂Cl₂ / 1 h / Ambient temperature

2: 86 percent / NH₂NH₂*CH₃COOH / ethanol; toluene / 0.67 h

3: 1.) oxalyl chloride, DMSO, 2.) NaClO₂, NaHPO₄ / 1.) CH₂Cl₂, -78 deg C, 30 min

With sodium chlorite; oxalyl dichloride; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrazinium monoacetate; dimethyl sulfoxide; In ethanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(00)86307-7

Reference yield:

: 144367-32-8
4-methoxyphenyl 6-O-levulinoyl-2,3-di-O-p-toluoyl-β-D-glucopyranoside

: 167013-86-7
4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / 4A molecular sieves, BF₃*Et₂O / CH₂Cl₂ / 1 h / Ambient temperature

2: 86 percent / NH₂NH₂*CH₃COOH / ethanol; toluene / 0.67 h

3: 1.) oxalyl chloride, DMSO, 2.) NaClO₂, NaHPO₄ / 1.) CH₂Cl₂, -78 deg C, 30 min

With sodium chlorite; oxalyl dichloride; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrazinium monoacetate; dimethyl sulfoxide; In ethanol; dichloromethane; toluene;
DOI:10.1016/S0957-4166(00)86307-7

Reference yield:

: 153984-86-2
4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-6-O-levulinoyl-2,3-di-O-p-toluoyl-β-D-glucopyranoside

: 167013-86-7
4-methoxyphenyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1<*>4)-2,3-di-O-p-toluoyl-β-D-glucopyranosyluronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / NH₂NH₂*CH₃COOH / ethanol; toluene / 0.67 h

2: 1.) oxalyl chloride, DMSO, 2.) NaClO₂, NaHPO₄ / 1.) CH₂Cl₂, -78 deg C, 30 min

With sodium chlorite; oxalyl dichloride; camphor-10-sulfonic acid; hydrazinium monoacetate; dimethyl sulfoxide; In ethanol; toluene;
DOI:10.1016/S0957-4166(00)86307-7