benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Base Information

Chemical Name:benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate
CAS No.:869996-27-0
Molecular Formula:C₆₄H₇₆O₁₆
Molecular Weight:1101.3
Hs Code.:

Synonyms:benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

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Chemical Property of benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

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Technology Process of benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

There total 19 articles about benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate 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: 78.0%

: 869996-26-9
benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-hydroxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

: 100-39-0
benzyl bromide

: 869996-27-0
benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: With potassium carbonate; In acetone; for 12h; Heating;
DOI:10.1021/jo051384k

Reference yield:

: 869996-15-6
benzyl 2,4-dihydroxy-6-pentadecanylbenzoate

: 869996-27-0
benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: Multi-step reaction with 4 steps

1: Ag₂O / acetonitrile / 6 h / 38 °C

2: 89 mg / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C / 760 Torr

3: 65 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH₂Cl₂ / 4 h / 20 °C

4: 78 percent / K₂CO₃ / acetone / 12 h / Heating

With dmap; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone; acetonitrile; 1: Koenigs-Knorr reaction;
DOI:10.1021/jo051384k

Reference yield:

: 869996-09-8
2,4-bis(benzyloxy)-6-pentadecanylbenzoic acid

: 869996-27-0
benzyl 4'-(4-O-(methyl 2'',3'',4''-tri-O-acetyl-β-D-glucopyranosyluronate)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate / 5 h / 20 °C / 760 Torr

2: 88 percent / KHCO₃ / dimethylformamide / 40 h / Heating

3: Ag₂O / acetonitrile / 6 h / 38 °C

4: 89 mg / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C / 760 Torr

5: 65 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; DMAP / CH₂Cl₂ / 4 h / 20 °C

6: 78 percent / K₂CO₃ / acetone / 12 h / Heating

With dmap; hydrogen; potassium carbonate; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; silver(l) oxide; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; 3: Koenigs-Knorr reaction;
DOI:10.1021/jo051384k