1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

Base Information

Chemical Name:1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol
CAS No.:111085-93-9
Molecular Formula:C₃₄H₄₆O₆Si
Molecular Weight:578.821
Hs Code.:

Synonyms:1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

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Chemical Property of 1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

Chemical Property:

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Technology Process of 1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

There total 6 articles about 1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 111085-93-9
1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Et₃N, (dimethylamino)pyridine / CH₂Cl₂ / 96 h / Ambient temperature

2: 92 percent / PdCl₂(CH₃CN)2 / benzene / Heating

3: 1.) O₃, PPh₃, 2.) Zn(BH₄)2 / 1.) CH₂Cl₂, from -78 deg C to RT, 2.) Et₂O, overnight

With dmap; dichloro bis(acetonitrile) palladium(II); zinc(II) tetrahydroborate; ozone; triethylamine; triphenylphosphine; In dichloromethane; benzene;
DOI:10.1021/jo00234a024

Reference yield:

: 111085-82-6
(2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8-iodomethyl-1,7-dioxa-spiro[4.4]nonane

: 111085-93-9
1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1: Zn, glacial acetic acid / diethyl ether; methanol / 24 h / Ambient temperature

2: 90 percent / Et₃N, (dimethylamino)pyridine / CH₂Cl₂ / 96 h / Ambient temperature

3: 92 percent / PdCl₂(CH₃CN)2 / benzene / Heating

4: 1.) O₃, PPh₃, 2.) Zn(BH₄)2 / 1.) CH₂Cl₂, from -78 deg C to RT, 2.) Et₂O, overnight

With dmap; dichloro bis(acetonitrile) palladium(II); zinc(II) tetrahydroborate; ozone; acetic acid; triethylamine; triphenylphosphine; zinc; In methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo00234a024

Reference yield:

: 111085-83-7
1-(3,4,6-tri-O-benzyl-α-D-fructofuranosyl)-2-propene

: 111085-93-9
1-(1-O-(tert-butyldimethylsilyl)-3,4,6-tri-O-benzyl-α-D-fructofuranosyl)methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Et₃N, (dimethylamino)pyridine / CH₂Cl₂ / 96 h / Ambient temperature

2: 92 percent / PdCl₂(CH₃CN)2 / benzene / Heating

3: 1.) O₃, PPh₃, 2.) Zn(BH₄)2 / 1.) CH₂Cl₂, from -78 deg C to RT, 2.) Et₂O, overnight

With dmap; dichloro bis(acetonitrile) palladium(II); zinc(II) tetrahydroborate; ozone; triethylamine; triphenylphosphine; In dichloromethane; benzene;
DOI:10.1021/jo00234a024