methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Base Information

Chemical Name:methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate
CAS No.:1394857-56-7
Molecular Formula:C₅₀H₅₁N₃O₁₃S
Molecular Weight:934.033
Hs Code.:

methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Synonyms:methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Suppliers and Price of methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

There total 8 articles about methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate 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: 75.0%

: 1178888-21-5
methyl (phenyl 2-O-benzoyl-3-O-benzyl-1-thio-L-idopyranoside)uronate

: 134221-38-8
6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-(p-methoxybenzyl)-D-glucopyranosyl trichloroacetamidate

: 1394857-56-7
methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -30 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo300722y

Reference yield:

: 2-azido-2-deoxy-D-glucose

: 1394857-56-7
methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Guidance literature:: Multi-step reaction with 10 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 144 h / 20 °C / Cooling with ice

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 144 h / 20 °C / Inert atmosphere

3: methanol; sodium / 1.5 h / Inert atmosphere

4: camphorsulfonic acid / acetonitrile / 16 h

5: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5.5 h / Inert atmosphere

6: borane-THF; di-n-butylboryl trifluoromethanesulfonate / dichloromethane; tetrahydrofuran / 0 °C

7: dmap; pyridine / dichloromethane / 2 h / 0 - 20 °C

8: N-Bromosuccinimide / acetone / 0 °C

9: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / Inert atmosphere

10: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -30 °C / Inert atmosphere

With pyridine; methanol; dmap; N-Bromosuccinimide; borane-THF; trimethylsilyl trifluoromethanesulfonate; di-n-butylboryl trifluoromethanesulfonate; camphorsulfonic acid; sodium; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil;
DOI:10.1021/jo300722y

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 1394857-56-7
methyl (phenyl 4-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-α-D-glucopyranosyl)-2-O-benzoyl-3-O-benzyl-1-thio-β-L-idopyranoside)-uronate

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate / methanol / 4 h / 20 °C

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 144 h / 20 °C / Cooling with ice

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 144 h / 20 °C / Inert atmosphere

4: methanol; sodium / 1.5 h / Inert atmosphere

5: camphorsulfonic acid / acetonitrile / 16 h

6: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5.5 h / Inert atmosphere

7: borane-THF; di-n-butylboryl trifluoromethanesulfonate / dichloromethane; tetrahydrofuran / 0 °C

8: dmap; pyridine / dichloromethane / 2 h / 0 - 20 °C

9: N-Bromosuccinimide / acetone / 0 °C

10: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / Inert atmosphere

11: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -30 °C / Inert atmosphere

With pyridine; methanol; dmap; imidazole-1-sulfonyl azide hydrochloride; N-Bromosuccinimide; copper(ll) sulfate pentahydrate; borane-THF; trimethylsilyl trifluoromethanesulfonate; di-n-butylboryl trifluoromethanesulfonate; camphorsulfonic acid; sodium; sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile; mineral oil;
DOI:10.1021/jo300722y