4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

Base Information

Chemical Name:4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside
CAS No.:147158-35-8
Molecular Formula:C₃₅H₃₁NO₈Se
Molecular Weight:672.593
Hs Code.:

Synonyms:4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

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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 4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

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Technology Process of 4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

There total 8 articles about 4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside 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: 97.0%

: 158421-20-6
tert-butyldimethylsilyl 4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-β-D-galactopyranoside

: 147158-35-8
4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

Guidance literature:: With triethylamine tris(hydrogen fluoride); In acetonitrile; at 23 ℃;
DOI:10.1021/ja00058a060

Reference yield:

: 158421-20-6
tert-butyldimethylsilyl 4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-β-D-galactopyranoside

: 147158-35-8
4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

: Benzoic acid (2R,3R,4R,5R,6R)-4-benzyloxymethoxy-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-hydroxy-2-phenylselanylmethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With triethylamine trihydrofluoride; In acetonitrile; at 23 ℃; for 6h; Yield given. Yields of byproduct given;
DOI:10.1021/ja00090a018

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 147158-35-8
4-O-benzoyl-3-O-<(benzyloxy)methyl>-6-(phenylseleno)-2-phthalimido-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / diisopropylethylamine / CH₂Cl₂ / 15 h / Heating

2: 98 percent / triethylamine, benzeneselenol / 2.5 h / 60 °C

3: 1.) triethylamine, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) dichloromethane, 0 deg C, 10 min, 2.) toluene, 100 deg C, 1.5 h

4: 95 percent / triethylamine / 1,2-dimethoxy-ethane / 10 h / 90 °C

5: triethylamine trihydrofluoride / acetonitrile / 6 h / 23 °C

With triethylamine trihydrofluoride; Benzeneselenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In 1,2-dimethoxyethane; dichloromethane; acetonitrile;
DOI:10.1021/ja00090a018