benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Base Information

Chemical Name:benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside
CAS No.:108182-60-1
Molecular Formula:C₇₂H₈₂O₂₁
Molecular Weight:1283.43
Hs Code.:

benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Synonyms:benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

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Chemical Property of benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

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Technology Process of benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

There total 14 articles about benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-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: 78.0%

: 88830-29-9
benzyl 3,4-di-O-benzyl-6-deoxy-2-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-α-L-talopyranoside

: 108194-66-7
3-O-benzyl-4-O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-2-O-methyl-α-L-fucopyranosyl chloride

: 108182-60-1
benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; 1.) toluene, 1 h, -20 deg C, 2.) 1 h, r.t.;
DOI:10.1016/0008-6215(86)80011-8

Reference yield:

: 108182-35-0
Allyl 3,4-O-isopropylidene-2-O-methyl-α-L-fucopyranoside

: 108182-60-1
benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / water / acetic acid / 0.25 h / 90 °C

2: 1.) dibutyltin oxide, 2.) tetrabutylammonium bromide / 1.) reflux, 2 h, benzene, 2.) 100 deg C

3: 1.) tetraethylammonium bromide, molecular sieves 4 Angstroem / 1.) dichloromethane, 2 h, r.t. 2.) DMF, 5 d, r.t.

4: 1 M sodium methoxide / methanol; CH₂Cl₂ / Ambient temperature

5: 92 percent / pyridine

6: 1.) tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane 2.) mercuric oxide, mercuric chloride / 1.) ethanol, toluene, water, 6 h, reflux, 2.) acetone, water, 30 min, r.t.

7: 93 percent / oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂

8: 78 percent / silver triflate, 2,4,6-trimethylpyridine, molecular sieve 4 Angstroem / 1.) toluene, 1 h, -20 deg C, 2.) 1 h, r.t.

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 2,4,6-trimethyl-pyridine; Wilkinson's catalyst; oxalyl dichloride; 4 A molecular sieve; tetraethylammonium bromide; tetrabutylammomium bromide; water; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; acetic acid;
DOI:10.1016/0008-6215(86)80011-8

Reference yield:

: 108182-36-1
allyl 2-O-methyl-α-L-fucopyranoside

: 108182-60-1
benzyl O-(3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1->4)-O-(3-O-benzyl-2-O-methyl-α-L-fucopyranosyl)-(1->3)-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-6-deoxy-α-L-talopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium bromide / 1.) reflux, 2 h, benzene, 2.) 100 deg C

2: 1.) tetraethylammonium bromide, molecular sieves 4 Angstroem / 1.) dichloromethane, 2 h, r.t. 2.) DMF, 5 d, r.t.

3: 1 M sodium methoxide / methanol; CH₂Cl₂ / Ambient temperature

4: 92 percent / pyridine

5: 1.) tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane 2.) mercuric oxide, mercuric chloride / 1.) ethanol, toluene, water, 6 h, reflux, 2.) acetone, water, 30 min, r.t.

6: 93 percent / oxalyl chloride, N,N-dimethylformamide / CH₂Cl₂

7: 78 percent / silver triflate, 2,4,6-trimethylpyridine, molecular sieve 4 Angstroem / 1.) toluene, 1 h, -20 deg C, 2.) 1 h, r.t.

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 2,4,6-trimethyl-pyridine; Wilkinson's catalyst; oxalyl dichloride; 4 A molecular sieve; tetraethylammonium bromide; tetrabutylammomium bromide; sodium methylate; silver trifluoromethanesulfonate; di(n-butyl)tin oxide; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane;
DOI:10.1016/0008-6215(86)80011-8