benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Base Information

Chemical Name:benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate
CAS No.:869996-28-1
Molecular Formula:C₅₇H₆₈O₁₃
Molecular Weight:961.159
Hs Code.:

Synonyms:benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

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Chemical Property of benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

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Technology Process of benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

There total 19 articles about benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-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: 100.0%

: 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

: 869996-28-1
benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 4h;
DOI:10.1021/jo051384k

Reference yield:

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

: 869996-28-1
benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: Multi-step reaction with 5 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

5: 100 percent / KOH / tetrahydrofuran; H₂O / 4 h / 20 °C

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

Reference yield:

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

: 869996-28-1
benzyl 4'-(4-O-(β-D-glucopyranosyluronic acid)-2-benzyloxy-6-pentadecanylbenzoyloxy)-2'-benzyloxy-6'-methylbenzoate

Guidance literature:: Multi-step reaction with 7 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

7: 100 percent / KOH / tetrahydrofuran; H₂O / 4 h / 20 °C

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