Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

Base Information

Chemical Name:Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid
CAS No.:146579-74-0
Molecular Formula:C₅₃H₆₈O₁₂
Molecular Weight:897.116
Hs Code.:

Synonyms:Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

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Chemical Property of Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

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Technology Process of Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

There total 5 articles about Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid 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: 87.0%

: 108869-64-3,130177-78-5,129163-12-8
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 139493-87-1
Octyl-2-O-benzyl-4,6-O-isopropyliden-β-D-mannopyranosid

: 146579-74-0
Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; for 0.166667h; Ambient temperature;
DOI:10.1016/0008-6215(92)85006-L

Reference yield:

: 102728-52-9
4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-α-D-mannopyranosyl bromide

: 146579-74-0
Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / silver acetate, molecular sieves 4 A

2: 2) HgO, HgCl₂ / 2)2>PF₆ / 1.) THF, r.t. 10 min., 2.) H₂O, acetone, 5 min.

3: NH₃/CH₃OH / 2 h / Ambient temperature

4: 4-toluenesulfonic acid / dimethylformamide / 0.33 h

5: 87 percent / molecular sieves 3 A, Me₃Si-triflate / CH₂Cl₂ / 0.17 h / Ambient temperature

With methanol; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; ammonia; silver(I) acetate; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)85006-L

Reference yield:

: 139493-93-9
Octyl-4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosid

: 146579-74-0
Octyl-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->3)-2-O-benzyl-4,6-O-isopropyliden-β-mannopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 2) HgO, HgCl₂ / 2)2>PF₆ / 1.) THF, r.t. 10 min., 2.) H₂O, acetone, 5 min.

2: NH₃/CH₃OH / 2 h / Ambient temperature

3: 4-toluenesulfonic acid / dimethylformamide / 0.33 h

4: 87 percent / molecular sieves 3 A, Me₃Si-triflate / CH₂Cl₂ / 0.17 h / Ambient temperature

With methanol; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; ammonia; toluene-4-sulfonic acid; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)85006-L