p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:428500-95-2
Molecular Formula:C₃₇H₃₂N₄O₉
Molecular Weight:676.682
Hs Code.:

Synonyms:p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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

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Chemical Property of p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 4 articles about p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-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: 92.0%

: 40851-64-7
2-(2-(azidomethyl)phenyl)acetic acid

: p-methoxyphenyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 428500-95-2
p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0008-6215(01)00292-0

Reference yield:

: 39191-76-9
ethyl 2-(2-(bromomethyl)phenyl)acetate

: 428500-95-2
p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 3.25 percent / NaN₃ / dimethylformamide / 6 h / 20 °C

2: 48 percent / LiOH / H₂O; tetrahydrofuran / 2.5 h / 0 °C

3: 92 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; lithium hydroxide; sodium azide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(01)00292-0

Reference yield:

: 40291-39-2
ethyl 2-(2-methylphenyl)acetate

: 428500-95-2
p-methoxyphenyl 3-O-[(2-azidomethyl)phenylacetyl]-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: NBS; benzoyl peroxide / benzene

2: 3.25 percent / NaN₃ / dimethylformamide / 6 h / 20 °C

3: 48 percent / LiOH / H₂O; tetrahydrofuran / 2.5 h / 0 °C

4: 92 percent / DCC; DMAP / CH₂Cl₂ / 0 - 20 °C

With dmap; lithium hydroxide; N-Bromosuccinimide; sodium azide; dicyclohexyl-carbodiimide; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(01)00292-0