allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside
CAS No.:92949-55-8
Molecular Formula:C₇₇H₁₀₈N₂O₁₇
Molecular Weight:1333.71
Hs Code.:

allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

Synonyms:allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

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Chemical Property of allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

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Technology Process of allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

There total 13 articles about allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside 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:

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 92949-55-8
allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / p-toluenesulfonic acid / CHCl₃ / 7 h / Heating

2: 1.) potassium carbonate, triethyloxonium tetrafluoroborate, 2.) 1 M hydrochloric acid / 1.) CH₂Cl₂, 13 h, room temp. 2.) THF, 3 h, room temp.

3: 5.8 g / dicyclohexylcarbodiimide / tetrahydrofuran / 19 h / Ambient temperature

With hydrogenchloride; triethyloxonium fluoroborate; potassium carbonate; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;
DOI:10.1246/bcsj.60.2197

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 92949-55-8
allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) trifluoromethanesulfonic acid, 2.) 1M hydrochloric acid, 3.) acetic anhydride, triethylamine / 1.) CH₂Cl₂, 4 deg C, 2.) THF, room temp. 3.) THF, room temp.

2: 79 percent / 0.02 M sodium methoxyde / 6 h / 0 °C

3: 64 percent / p-toluenesulfonic acid / CHCl₃ / 7 h / Heating

4: 1.) potassium carbonate, triethyloxonium tetrafluoroborate, 2.) 1 M hydrochloric acid / 1.) CH₂Cl₂, 13 h, room temp. 2.) THF, 3 h, room temp.

5: 5.8 g / dicyclohexylcarbodiimide / tetrahydrofuran / 19 h / Ambient temperature

With hydrogenchloride; trifluorormethanesulfonic acid; sodium methylate; triethyloxonium fluoroborate; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;
DOI:10.1246/bcsj.60.2197

Reference yield:

: 54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0
allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 92949-55-8
allyl 6-O-<3,4,6-tri-O-acetyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranosyl>-3-O-benzoyl-4-O-benzyl-2-<(R)-3-benzyloxytetradecanoylamino>-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 69 percent / pyridine; tetrahydrofuran / 1 h / -60 °C

2: 1.) trifluoromethanesulfonic acid, 2.) 1M hydrochloric acid, 3.) acetic anhydride, triethylamine / 1.) CH₂Cl₂, 4 deg C, 2.) THF, room temp. 3.) THF, room temp.

3: 79 percent / 0.02 M sodium methoxyde / 6 h / 0 °C

4: 64 percent / p-toluenesulfonic acid / CHCl₃ / 7 h / Heating

5: 1.) potassium carbonate, triethyloxonium tetrafluoroborate, 2.) 1 M hydrochloric acid / 1.) CH₂Cl₂, 13 h, room temp. 2.) THF, 3 h, room temp.

6: 5.8 g / dicyclohexylcarbodiimide / tetrahydrofuran / 19 h / Ambient temperature

With hydrogenchloride; trifluorormethanesulfonic acid; sodium methylate; triethyloxonium fluoroborate; acetic anhydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; chloroform;
DOI:10.1246/bcsj.60.2197