methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

Base Information

Chemical Name:methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid
CAS No.:1415975-11-9
Molecular Formula:C₃₈H₄₁N₃O₁₁
Molecular Weight:715.757
Hs Code.:

Synonyms:methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

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Chemical Property of methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

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Technology Process of methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

There total 7 articles about methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic 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: 95.0%

: 1415973-65-7
methyl 4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosidurono-6,2-lactone

: 1415975-11-9
methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃;
DOI:10.1021/ja3090065

Reference yield:

: 1415974-09-2
methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosidurono-6,2-lactone

: 1415975-11-9
methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h;
DOI:10.1021/ja3090065

Reference yield:

: 1415974-57-0
6-O-acetyl-4-O-[2-azido-4-O-benzyl-6-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-L-idopyranosyl trichloroacetimidate

: 1415975-11-9
methyl 4-O-[2-azido-4-O-benzyl-2-deoxy-3-O-(2-naphthylmethyl)-α-D-glucopyranosyl]-3-O-benzyl-α-L-idopyranosiduronic acid

Guidance literature:: Multi-step reaction with 4 steps

1: silver trifluoromethanesulfonate / dichloromethane / 1 h / -5 °C / Inert atmosphere; Molecular sieve

2: sodium methylate / methanol; dichloromethane / 20 °C / Inert atmosphere

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 6 h / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 60 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ja3090065