1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

Base Information

Chemical Name:1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose
CAS No.:141263-10-7
Molecular Formula:C₆₄H₇₄O₁₉
Molecular Weight:1147.28
Hs Code.:

1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

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Chemical Property of 1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

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Technology Process of 1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

There total 11 articles about 1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose 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%

: 108-24-7
acetic anhydride

: 141263-09-4
Benzyl 2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranioside

: 141263-10-7
1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

Guidance literature:: With sulfuric acid; acetic acid; for 2h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 20701-61-5
ethyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside

: 141263-10-7
1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 1) borane-trimethylamine complex, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) 0 deg C, 3 h

3: 99 percent / pyridine / 16 h / Ambient temperature

4: 57 percent / molecular sieves (4 Angstroem), methyl triflate / diethyl ether / 18 h

5: 98 percent / NaOMe / methanol / pH 10, overnight

6: 73 percent / molecular sieves (4 Angstroem), trimethylsilyl triflate / CH₂Cl₂ / -30 °C

7: 78 percent / H₂SO₄, acetic acid / 2 h / Ambient temperature

With pyridine; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 4 A molecular sieve; sulfuric acid; sodium methylate; sodium hydride; acetic acid; methyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90498-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 141263-10-7
1-O-Acetyl-2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyraniose

Guidance literature:: Multi-step reaction with 8 steps

1: 69 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C / reduced pressure

2: 94 percent / NaH / dimethylformamide / 1 h / 0 °C

3: 1) borane-trimethylamine complex, molecular sieves (4 Angstroem), 2) AlCl₃ / 1) THF, 1 h, 2) 0 deg C, 3 h

4: 99 percent / pyridine / 16 h / Ambient temperature

5: 57 percent / molecular sieves (4 Angstroem), methyl triflate / diethyl ether / 18 h

6: 98 percent / NaOMe / methanol / pH 10, overnight

7: 73 percent / molecular sieves (4 Angstroem), trimethylsilyl triflate / CH₂Cl₂ / -30 °C

8: 78 percent / H₂SO₄, acetic acid / 2 h / Ambient temperature

With pyridine; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 4 A molecular sieve; sulfuric acid; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; methyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90498-1