allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

Base Information

Chemical Name:allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside
CAS No.:727380-34-9
Molecular Formula:C₅₄H₆₁NO₁₃
Molecular Weight:932.077
Hs Code.:

Synonyms:allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

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Chemical Property of allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

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Technology Process of allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

There total 6 articles about allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside 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:

: 628280-88-6
allyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranosyl-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 727380-34-9
allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2: 1.86 g / NaH₂PO₄; 2-methyl-2-butene; NaO₂Cl / H₂O; 2-methyl-propan-2-ol / -10 - 20 °C

3: 1.41 g / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

4: PPh₃ / tetrahydrofuran; H₂O / 16 h / 20 °C

5: 145 mg / pyridine

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; caesium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Swern-oxidation / 4: Staudinger reduction;
DOI:10.1002/ejoc.200300791

Reference yield:

: 628281-92-5
allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glucopyranosyluronate]-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 727380-34-9
allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: PPh₃ / tetrahydrofuran; H₂O / 16 h / 20 °C

2: 145 mg / pyridine

With triphenylphosphine; In tetrahydrofuran; pyridine; water; 1: Staudinger reduction;
DOI:10.1002/ejoc.200300791

Reference yield:

: 628281-08-3
allyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranosyl-(1->4)-O-2-azido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 727380-34-9
allyl [methyl 2,3-di-O-benzyl-4-O-(4-methoxybenzyl)-β-D-glycopyranosyluronate]-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / PhBCl₂; Et₃SiH; 4 Angstroem molecular sieves / diethyl ether / -40 °C

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3: 1.86 g / NaH₂PO₄; 2-methyl-2-butene; NaO₂Cl / H₂O; 2-methyl-propan-2-ol / -10 - 20 °C

4: 1.41 g / Cs₂CO₃ / dimethylformamide / 16 h / 20 °C

5: PPh₃ / tetrahydrofuran; H₂O / 16 h / 20 °C

6: 145 mg / pyridine

With triethylsilane; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; 4 A molecular sieve; phenylborondichloride; caesium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2: Swern-oxidation / 5: Staudinger reduction;
DOI:10.1002/ejoc.200300791