(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

Base Information

Chemical Name:(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone
CAS No.:302331-95-9
Molecular Formula:C₂₆H₃₂O₈
Molecular Weight:472.535
Hs Code.:

Synonyms:(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

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Chemical Property of (2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

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Technology Process of (2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

There total 6 articles about (2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone 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: 100.0%

: (2S,3S,4aR,5R,8R,8aS)-8-Benzyloxy-5-benzyloxymethyl-2,3-dimethoxy-2,3-dimethyl-hexahydro-pyrano[3,4-b][1,4]dioxin-7-ol

: 302331-95-9
(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

Guidance literature:: With acetic anhydride; dimethyl sulfoxide; at 70 ℃; for 2h;
DOI:10.1002/1521-3765(20000804)6:15<2696::AID-CHEM2696>3.0.CO;2-Y

Reference yield:

: (2S,3S,4aR,5R,7R,8R,8aS)-8-Benzyloxy-5-benzyloxymethyl-2,3-dimethoxy-2,3-dimethyl-7-phenylsulfanyl-hexahydro-pyrano[3,4-b][1,4]dioxine

: 302331-95-9
(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

Guidance literature:: (2S,3S,4aR,5R,7R,8R,8aS)-8-Benzyloxy-5-benzyloxymethyl-2,3-dimethoxy-2,3-dimethyl-7-phenylsulfanyl-hexahydro-pyrano[3,4-b][1,4]dioxine; With N-Bromosuccinimide; In water; acetone; at 20 ℃;

With acetic anhydride; In dimethyl sulfoxide; at 70 ℃;
DOI:10.1021/ol048525+

Reference yield:

: 13992-15-9
phenyl-1-thio-α-D-glucopyranoside

: 302331-95-9
(2'S,3'S)-2,6-Di-O-benzyl-3,4-di-O-(2',3'-dimethoxybutane-2',3'-diyl)-D-glucono-1,5-lactone

Guidance literature:: Multi-step reaction with 3 steps

1.1: (MeO)3CH; CSA / methanol / Heating

2.1: NaH / dimethylformamide / 20 °C

3.1: NBS / H₂O; acetone / 20 °C

3.2: Ac₂O / dimethylsulfoxide / 70 °C

With N-Bromosuccinimide; camphor-10-sulfonic acid; sodium hydride; trimethyl orthoformate; In methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol048525+