p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

Base Information

Chemical Name:p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside
CAS No.:151669-34-0
Molecular Formula:C₅₃H₅₉NO₁₅
Molecular Weight:950.049
Hs Code.:

p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

Synonyms:p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

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Chemical Property of p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

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Technology Process of p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

There total 21 articles about p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside 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: 96.0%

: p-Nitrophenyl 2-O-<3-O-(3-O-acetyl-4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-2,4-di-O-benzyl-α-L-rhamnopyranosyl>-endo-3,4-O-benzylidene-6-deoxy-α-L-talopyranoside

: 151669-34-0
p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/0008-6215(93)80060-R

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 151669-34-0
p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 75.9 percent / p-TsOH*H₂O / dimethylformamide / 3 h

2: 88 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.5 h / Ambient temperature

3: 87 percent / pyridine / 3 h

4: 51 percent / CuBr₂, Bu₄NBr, molecular sieves 4A / CH₂Cl₂; dimethylformamide / 24 h

5: 96 percent / NaOMe / methanol

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; tetrabutylammomium bromide; sodium methylate; toluene-4-sulfonic acid; copper(ll) bromide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80060-R

Reference yield:

: 88043-70-3
p-nitrophenyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 151669-34-0
p-Nitrophenyl endo-3,4-O-benzylidene-6-deoxy-2-O-[2,4-di-O-benzyl-3-O-(4-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-α-L-rhamnopyranosyl]-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / pyridinium dichromate, molecular sieves 4A / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 85 percent / NaBH₄ / CH₂Cl₂; methanol / 0.08 h

3: 89 percent / aq. acetic acid / 2 h / 60 °C

4: 78 percent / p-TsOH*H₂O / dimethylformamide / 3 h

5: 70 percent / molecular sieves 4A, methyl triflate / CH₂Cl₂ / 1.5 h

6: 91 percent / NaOMe / methanol

7: 51 percent / CuBr₂, Bu₄NBr, molecular sieves 4A / CH₂Cl₂; dimethylformamide / 24 h

8: 96 percent / NaOMe / methanol

With sodium tetrahydroborate; dipyridinium dichromate; 4 A molecular sieve; tetrabutylammomium bromide; sodium methylate; toluene-4-sulfonic acid; acetic acid; methyl trifluoromethanesulfonate; copper(ll) bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80060-R