Methyl-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

Base Information

Chemical Name:Methyl-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
CAS No.:141279-96-1
Molecular Formula:C₆₃H₇₄O₁₈
Molecular Weight:1119.27
Hs Code.:

Synonyms:Methyl-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

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Chemical Property of Methyl-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

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Technology Process of Methyl-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

There total 11 articles about Methyl-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 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:

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

: 141279-96-1
Methyl-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

Guidance literature:: Multi-step reaction with 8 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

8: 62 percent / molecular sieves (3 Angstroem), trimethyl triflate / CH₂Cl₂ / 0.25 h

With pyridine; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 3 A molecular sieve; 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

: 141279-96-1
Methyl-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

Guidance literature:: Multi-step reaction with 9 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

9: 62 percent / molecular sieves (3 Angstroem), trimethyl triflate / CH₂Cl₂ / 0.25 h

With pyridine; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 3 A molecular sieve; 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

Reference yield:

: 100-39-0
benzyl bromide

: 141279-96-1
Methyl-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

Guidance literature:: Multi-step reaction with 8 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

8: 62 percent / molecular sieves (3 Angstroem), trimethyl triflate / CH₂Cl₂ / 0.25 h

With pyridine; aluminium trichloride; trimethylsilyl trifluoromethanesulfonate; trimethylamine-borane; 3 A molecular sieve; 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