benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

Base Information

Chemical Name:benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose
CAS No.:127542-63-6
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:

Suppliers and Price of benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

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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 benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

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Technology Process of benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

There total 13 articles about benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose 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: 80.0%

: 127542-63-6,127542-64-7
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

: 127542-63-6,127542-64-7
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-arabino-hexapyranoside-2-ulose

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; for 20h; Ambient temperature;
DOI:10.1021/jo00299a044

Reference yield:

: 127542-62-5,127542-67-0
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-altropyranoside

: 127542-63-6,127542-64-7
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-ribo-hexapyranoside-2-ulose

Guidance literature:: With dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; at -60 ℃; for 1.5h;
DOI:10.1021/jo00299a044

Reference yield:

: 34246-23-6
benzyl D-glucopyranoside

: 127542-63-6,127542-64-7
benzyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-arabino-hexapyranoside-2-ulose

Guidance literature:: Multi-step reaction with 6 steps

1: 36 percent / p-toluenesulfonic acid monohydrate / acetonitrile / 1.25 h / Ambient temperature

2: 1. NaH 2. (p-tolylsulfonyl)imidazole / 1. mineral oil, DMF, 2 h 2. 1 h

3: 2. pyridine / 1. THF, Et₂O, 8 days heating 2. 18 h, room temperature

4: 92 percent / sodium methoxide / methanol / 20 h / Ambient temperature

5: 15.2 g / trifluoroacetic anhydride, methylsulfoxide / CH₂Cl₂ / 1.5 h / -60 °C

6: 80 percent / triethylamine / dimethylformamide / 20 h / Ambient temperature

With pyridine; NaH 2. (p-tolylsulfonyl)imidazole; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00299a044