allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:701976-78-5
Molecular Formula:C₄₀H₄₅N₃O₁₃
Molecular Weight:775.81
Hs Code.:

Synonyms:allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 5 articles about allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-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: 83.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 701976-75-2
(2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-2-Acetoxymethyl-6-allyloxy-5-azido-4-benzyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 701976-78-5
allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 0.5h; Heating;
DOI:10.1016/j.tetlet.2004.03.046

Reference yield:

: 87327-03-5
methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

: 701976-78-5
allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / HgO; HgCl₂ / acetone; H₂O

2: 86 percent / K₂CO₃ / CH₂Cl₂

3: 92 percent / TMSOTf / CH₂Cl₂ / 1.5 h / 0 °C

4: 100 percent / K₂CO₃; MeOH

5: 85 percent / PPh₃; DIAD / tetrahydrofuran

6: 83 percent / camphorsulfonic acid / CH₂Cl₂ / 0.5 h / Heating

With methanol; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; potassium carbonate; triphenylphosphine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water; acetone; 5: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2004.03.046

Reference yield:

: 628280-99-9
allyl (methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

: 701976-78-5
allyl (methyl 3-O-benzyl-2,4-O-(4-methoxybenzylidene)-α-L-idopyranosyluronate)-(1->4)-O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / K₂CO₃; MeOH

2: 85 percent / PPh₃; DIAD / tetrahydrofuran

3: 83 percent / camphorsulfonic acid / CH₂Cl₂ / 0.5 h / Heating

With methanol; di-isopropyl azodicarboxylate; camphor-10-sulfonic acid; potassium carbonate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1016/j.tetlet.2004.03.046