methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid
CAS No.:232603-09-7
Molecular Formula:C₃₀H₃₄O₇
Molecular Weight:506.596
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

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Chemical Property of methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

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Technology Process of methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

There total 4 articles about methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic 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: 97.0%

: 232603-06-4
ethyl (methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosid)uronate

: 232603-09-7
methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; Saponification;
DOI:10.1021/jo0005159

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 232603-09-7
methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

Guidance literature:: Multi-step reaction with 4 steps

1: Swern reagent / CH₂Cl₂; dimethylsulfoxide / 0.5 h / -78 °C

2: 85 percent / benzene / 4 h / 20 °C

3: 95 percent / H₂ / Lindlar catalyst / ethyl acetate / 12 h / 20 °C / 1810.07 Torr

4: 97 percent / LiOH / tetrahydrofuran; H₂O / 20 °C / Saponification

With lithium hydroxide; swern reagent; hydrogen; Lindlar's catalyst; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; benzene; 1: Swern oxidation / 2: Wittig reaction / 3: Catalytic hydrogenation / 4: Hydrolysis;
DOI:10.1021/jo0005159

Reference yield:

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 232603-09-7
methyl 2,3,4-tri-O-benzyl-6,7-dideoxy-α-D-gluco-octopyranosiduronic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / benzene / 4 h / 20 °C

2: 95 percent / H₂ / Lindlar catalyst / ethyl acetate / 12 h / 20 °C / 1810.07 Torr

3: 97 percent / LiOH / tetrahydrofuran; H₂O / 20 °C / Saponification

With lithium hydroxide; hydrogen; Lindlar's catalyst; In tetrahydrofuran; water; ethyl acetate; benzene; 1: Wittig reaction / 2: Catalytic hydrogenation / 3: Hydrolysis;
DOI:10.1021/jo0005159