2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

Base Information

Chemical Name:2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol
CAS No.:144382-55-8
Molecular Formula:C₄₃H₅₆N₂O₁₅Si
Molecular Weight:869.008
Hs Code.:

2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

Synonyms:2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

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Chemical Property of 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

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Technology Process of 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

There total 9 articles about 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol 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: 97.0%

: 144382-53-6
2-O-benzyl-N-benzyloxycarbonyl-3-O-(benzyloxycarbonylmethyl)-6 O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(3',4',6'-tri-O-acetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-D-mannitol

: 144382-55-8
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; methanol; for 1h; Ambient temperature;

Reference yield:

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

: 144382-55-8
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

2: 97 percent / aq. KOH / dioxane; methanol / 1 h / Ambient temperature

With potassium hydroxide; boron trifluoride diethyl etherate; In 1,4-dioxane; methanol; dichloromethane;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 144382-55-8
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-4-O-<2-(2-carboxybenzamido)-2-deoxy-β-D-glucopyranosyl>-3-O-carboxymethyl-D-mannitol

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

2: THF, 1) -55 deg C, 15 min., 2) -55 deg C, 0.5 h

3: 86 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / Ambient temperature

4: 50 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

5: 97 percent / aq. KOH / dioxane; methanol / 1 h / Ambient temperature

With 1H-imidazole; dmap; potassium hydroxide; boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;