allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:136945-15-8
Molecular Formula:C₄₅H₅₂Cl₃NO₁₅
Molecular Weight:953.265
Hs Code.:

allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 4 articles about allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-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:

: 67124-60-1
3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

: 136945-15-8
allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / H₂O / acetone / 2 h / Ambient temperature

2: 87 percent / K₂CO₃ / CH₂Cl₂ / 14 h / Ambient temperature

3: 1) 4 Angstroem molecular sieves, 2) trimethylsilyltriflate / 1) CH₂Cl₂, r.t., 1 h, 2) a) -20 deg C, 6 h, b) r.t., 2 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; potassium carbonate; In dichloromethane; acetone;
DOI:10.1016/0008-6215(92)84169-S

Reference yield:

: 136945-13-6,136945-23-8
[(2R,3S,4R,5R)-3,4-diacetoxy-6-hydroxy-5-(2,2,2-trichloroethoxycarbonylamino)tetrahydropyran-2-yl]methyl acetate

: 136945-15-8
allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / K₂CO₃ / CH₂Cl₂ / 14 h / Ambient temperature

2: 1) 4 Angstroem molecular sieves, 2) trimethylsilyltriflate / 1) CH₂Cl₂, r.t., 1 h, 2) a) -20 deg C, 6 h, b) r.t., 2 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium carbonate; In dichloromethane;
DOI:10.1016/0008-6215(92)84169-S

Reference yield:

: 67124-60-1
3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

: 97576-68-6
(2S,3S,4R,5R,6R)-2-Allyloxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

: 136945-15-8
allyl O-<3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl>-(1->2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; Yield given. Multistep reaction; 1) CH₂Cl₂, r.t., 1 h, 2) a) -20 deg C, 6 h, b) r.t., 2 h;
DOI:10.1016/0008-6215(92)84169-S