methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside
CAS No.:872677-70-8
Molecular Formula:C₈₂H₁₅₁NO₁₄
Molecular Weight:1375.1
Hs Code.:

methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Chemical Property of methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

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Technology Process of methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

There total 9 articles about methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside 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:

: 872677-65-1
methyl 4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-α-D-gluco-hexodialdo-1,5-pyranoside

: 872677-70-8
methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 540 mg / pyridine / 1.5 h

2: 92 percent / sodium cyanoborohydride; acetic acid / 4 h

3: 66 mg / silver carbonate; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂

With pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; acetic acid; silver carbonate; In dichloromethane; 3: Koenigs-Knorr condensation;
DOI:10.1016/j.bmc.2005.08.047

Reference yield:

: 1,4,6-tri-O-acetyl-2,3-di-O-tetradecyl-D-glucopyranoside

: 872677-70-8
methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / hydrobromic acid; acetic acid / CH₂Cl₂ / 1.5 h / cooling

2: 66 mg / silver carbonate; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂

With 4 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; silver carbonate; In dichloromethane; 2: Koenigs-Knorr condensation;
DOI:10.1016/j.bmc.2005.08.047

Reference yield:

: 637774-18-6
methyl 4,6-O-(4-methoxybenzylidene)-2,3-di-O-tetradecyl-α-D-glucopyranoside

: 872677-70-8
methyl 6-methoxyamino-4-O-(4-methoxybenzyl)-2,3-di-O-tetradecyl-6-deoxy-6-N-(4,6-di-O-acetyl-2,3-di-O-tetradecyl-β-D-glucopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / LiAlH₄; AlCl₃ / tetrahydrofuran; diethyl ether; CH₂Cl₂ / 4 h / Heating

2: Dess-Martin periodinane / CH₂Cl₂ / 1 h

3: 540 mg / pyridine / 1.5 h

4: 92 percent / sodium cyanoborohydride; acetic acid / 4 h

5: 66 mg / silver carbonate; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; Dess-Martin periodane; acetic acid; silver carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; 5: Koenigs-Knorr condensation;
DOI:10.1016/j.bmc.2005.08.047