octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:950602-79-6
Molecular Formula:C₆₉H₈₀O₁₃S
Molecular Weight:1149.45
Hs Code.:

Synonyms:octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 7 articles about octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 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: 90.0%

: 950602-74-1
octyl 2,3,4-tri-O-benzyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: 950602-79-6
octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; cooling;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: C₅₁H₆₄O₆Si

: 950602-79-6
octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 4.03 g / n-Bu₄NF / tetrahydrofuran / 20 °C

2: 89 percent / N-iodosuccinimide; AgOTf / CH₂Cl₂ / 1 h / 0 °C

3: 94 percent / NaOCH₃ / methanol / 1 h / 20 °C

4: 94 percent / NaH / dimethylformamide / 20 °C

5: 85 percent / AlCl₃; LiAlH₄ / diethyl ether; CH₂Cl₂ / 20 °C

6: 90 percent / pyridine / 20 °C / cooling

With pyridine; N-iodo-succinimide; lithium aluminium tetrahydride; aluminium trichloride; tetrabutyl ammonium fluoride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2007.05.001

Reference yield:

: 950602-72-9
octyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 950602-79-6
octyl 2,3,4-tri-O-benzyl-6-O-p-tolylsulfonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / AlCl₃; LiAlH₄ / diethyl ether; CH₂Cl₂ / 20 °C

2: 90 percent / pyridine / 20 °C / cooling

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane;
DOI:10.1016/j.carres.2007.05.001