methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

Base Information

Chemical Name:methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate
CAS No.:944072-37-1
Molecular Formula:C₂₈H₄₉N₃O₇Si₂
Molecular Weight:595.884
Hs Code.:

Synonyms:methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

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Chemical Property of methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

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Technology Process of methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

There total 7 articles about methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate 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: 89.0%

: 944072-36-0
C₂₉H₄₉F₃SO₁₀Si₂

: 944072-37-1
methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;
DOI:10.1055/s-2007-965942

Reference yield:

: 944072-35-9
methyl 2,6-anhydro-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-D-glycero-L-manno-heptonate

: 944072-37-1
methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / pyridine; DMAP / CH₂Cl₂ / 35 h / 20 °C

2: 89 percent / NaN₃ / dimethylformamide / 2.5 h / 20 °C

With pyridine; dmap; sodium azide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2007-965942

Reference yield:

: methyl 2,6-anhydro-5,7-O-(4-methoxybenzylidene)-D-glycero-L-manno-heptonate

: 944072-37-1
methyl 2,6-anhydro-5-azido-3,4-bis(O-tert-butyldimethylsilyl)-7-O-(4-methoxybenzyl)-5-deoxy-D-glycero-D-gulo-heptonate

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / imidazole; DMAP / dimethylformamide / 24 h / 65 °C

2: 64 percent / sodium cyanoborohydride; 4 Angstroem MS; TFA / tetrahydrofuran; CH₂Cl₂ / 24 h / 20 °C

3: 87 percent / pyridine; DMAP / CH₂Cl₂ / 35 h / 20 °C

4: 89 percent / NaN₃ / dimethylformamide / 2.5 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium azide; 4 Angstroem MS; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2007-965942