(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

Base Information

Chemical Name:(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol
CAS No.:760987-76-6
Molecular Formula:C₇₃H₉₁N₃O₁₁
Molecular Weight:1186.54
Hs Code.:

Synonyms:(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

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Chemical Property of (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

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Technology Process of (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

There total 8 articles about (2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol 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: 87.0%

: 57-10-3
1-hexadecylcarboxylic acid

: 760987-55-1
O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,6-tri-O-benzyl-D-myo-inositol

: 760987-76-6
(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1039/b407324j

Reference yield:

: 100-39-0
benzyl bromide

: 760987-76-6
(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuNI; NaH / dimethylformamide / 0.33 h / 0 °C

1.2: 86 percent / dimethylformamide / 5 h / 0 - 20 °C

2.1: Bu₄NBr; K₃PO₄ / Pd(OAc)2 / ethanol

3.1: 45 mg / DDQ; H₂O / CH₂Cl₂ / 2 h / 20 °C

4.1: 87 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With dmap; potassium phosphate; tetrabutylammomium bromide; water; tetra-(n-butyl)ammonium iodide; sodium hydride; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; In ethanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Suzuki-Miyaura coupling;
DOI:10.1039/b407324j

Reference yield:

: 202845-42-9
1-O-allyl-3,4,5-tri-O-benzyl-D-myo-inositol

: 760987-76-6
(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-1-O-allyl-3,4,5-tri-O-benzyl-2-O-hexadecanoyl-D-myo-inositol

Guidance literature:: Multi-step reaction with 7 steps

1.1: TBAI; NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 81 percent / dimethylformamide / 0 - 20 °C

2.1: TMSOTf / CH₂Cl₂ / 0.33 h / 0 °C

3.1: 165 mg / NaOMe / methanol / 2 h / 20 °C

4.1: BuNI; NaH / dimethylformamide / 0.33 h / 0 °C

4.2: 86 percent / dimethylformamide / 5 h / 0 - 20 °C

5.1: Bu₄NBr; K₃PO₄ / Pd(OAc)2 / ethanol

6.1: 45 mg / DDQ; H₂O / CH₂Cl₂ / 2 h / 20 °C

7.1: 87 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With dmap; potassium phosphate; trimethylsilyl trifluoromethanesulfonate; tetrabutylammomium bromide; water; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; dicyclohexyl-carbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium diacetate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Suzuki-Miyaura coupling;
DOI:10.1039/b407324j