p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside
CAS No.:459170-41-3
Molecular Formula:C₂₇H₃₁NO₆Se
Molecular Weight:544.506
Hs Code.:

Synonyms:p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

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Chemical Property of p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

There total 5 articles about p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-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: 96.0%

: p-methoxyphenyl 4-O-benzoyl-3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-phthalimido-β-D-glucopyranoside

: 459170-41-3
p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

Guidance literature:: With hydrazine hydrate; In ethanol; at 95 - 110 ℃; for 17h;
DOI:10.1021/ja0127234

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 459170-41-3
p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / i-Pr₂NEt / tetrahydrofuran / 27 h / Heating

2: 91 percent / Et₃N / tetrahydrofuran / 24 h / Heating

3: 96 percent / N₂H₄*H₂O / ethanol / 17 h / 95 - 110 °C

With hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol;
DOI:10.1021/ja0127234

Reference yield:

: 138906-43-1
4-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 459170-41-3
p-methoxyphenyl 3-O-[(benzyloxy)methyl]-2,6-dideoxy-6-phenylseleno-2-amino-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NBS; BaCO₃ / CCl₄ / 1 h / Heating

2: 61 percent / i-Pr₂NEt / tetrahydrofuran / 27 h / Heating

3: 91 percent / Et₃N / tetrahydrofuran / 24 h / Heating

4: 96 percent / N₂H₄*H₂O / ethanol / 17 h / 95 - 110 °C

With N-Bromosuccinimide; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; barium carbonate; In tetrahydrofuran; tetrachloromethane; ethanol;
DOI:10.1021/ja0127234