methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

Base Information

Chemical Name:methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid
CAS No.:130257-59-9
Molecular Formula:C₄₃H₄₉NO₁₂
Molecular Weight:771.862
Hs Code.:

Synonyms:methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

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Chemical Property of methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

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Technology Process of methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

There total 23 articles about methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic 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: 88.0%

: 130278-31-8
methyl uronate

: 130257-59-9
methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

Guidance literature:: With sodium hydroxide; In 1,2-dimethoxyethane; at 0 ℃; for 5h;
DOI:10.1016/0008-6215(90)84259-W

Reference yield: 78.0%

: 130257-58-8
methyl 4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranoside

: 130257-59-9
methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; for 24h;
DOI:10.1016/0008-6215(90)84259-W

Reference yield:

: 100-39-0
benzyl bromide

: 130257-59-9
methyl 4-O-(2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2,3-di-O-benzyl-β-D-glucopyranosiduronic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / sodium hydride / dimethylformamide / 1 h

2: 69 percent / 1) sodium azide, ceric ammonium nitrate, 2) sodium nitrite / 1) acetonitrile, -20 deg C, 2 h, 2) 1,4-dioxane, 1 h, 80 deg C

3: trifluoroacetic acid / H₂O / 0.25 h / Ambient temperature

4: pyridine

5: 81 percent / 1,8-diazobicyclo<5.4.0>undec-7-ene / 1,2-dichloro-ethane / 2.5 h / Ambient temperature

6: activated powdered 4 Angstroem molecular sieves, BF₃*OEt₂ / toluene; CH₂Cl₂ / 3 h / -20 °C

7: Bu₄NF / tetrahydrofuran / 0.33 h / 0 °C

8: 81 percent / boric acid, nickel dichloride, sodium borohydride / ethanol; 1,2-dimethoxy-ethane

9: 78 percent / pyridinium dichromate / dimethylformamide / 24 h

With pyridine; sodium tetrahydroborate; dipyridinium dichromate; sodium azide; ammonium cerium(IV) nitrate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; boric acid; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; nickel dichloride; sodium nitrite; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)84259-W