allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

Base Information

Chemical Name:allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside
CAS No.:612499-96-4
Molecular Formula:C₅₇H₆₁N₃O₁₀
Molecular Weight:948.125
Hs Code.:

Synonyms:allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

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Technology Process of allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

There total 17 articles about allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside 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: 66.0%

: 61893-74-1
allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside

: 148968-89-2
2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose

: 612499-96-4
allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

: allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In various solvent(s);
DOI:10.1246/bcsj.76.1603

Reference yield:

: Trifluoro-methanesulfonic acid (2S,3R,4S,5R,6R)-2-((2R,3S,4S,5R,6S)-6-allyloxy-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

: 612499-96-4
allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: With cesium azide; 18-crown-6 ether; In toluene; at 60 ℃; for 11h;
DOI:10.1246/bcsj.76.1603

Reference yield:

: 59-23-4
D-Galactose

: 612499-96-4
allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 34 percent / methanesulfonic acid / 2 h / 100 °C

2: 39 percent / LiOH / 4 h / 140 °C

3: 96 percent / p-nitrobenzenesulfonylchloride; diazabicyclo[5.4.0]undec-7-ene; silver(I) triflate / CH₂Cl₂

4: 93 percent / sodium methoxide / methanol / 35 °C

5: pyridine / CH₂Cl₂ / -30 - 20 °C

6: 40.0 mg / CsN₃; 18-crown-6 / toluene / 11 h / 60 °C

With pyridine; lithium hydroxide; cesium azide; methanesulfonic acid; 1,2-diazabicyclo[5.4.0]undec-7-ene; 18-crown-6 ether; sodium methylate; silver trifluoromethanesulfonate; 4-Nitrobenzenesulfonyl chloride; In methanol; dichloromethane; toluene;
DOI:10.1246/bcsj.76.1603