ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside
CAS No.:843674-48-6
Molecular Formula:C₃₀H₄₂O₉S
Molecular Weight:578.724
Hs Code.:

Synonyms:ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

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Technology Process of ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

There total 6 articles about ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside 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:

: 843674-46-4
ethyl 6-O-tert-butyldimethylsilyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-1-thio-α-D-mannopyranoside

: 843674-48-6
ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / NaH / dimethylformamide / 0 - 20 °C

2: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

3: oxalyl chloride; DMSO; N,N-diisopropylethylamine / tetrahydrofuran / -70 - 20 °C

4: tetrahydrofuran / 0 - 30 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 3: Swern oxidation / 4: Barbier reaction;
DOI:10.1081/CAR-200044580

Reference yield:

: 853655-88-6
ethyl 6-O-tert-butyldimethylsilyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 843674-48-6
ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2: oxalyl chloride; DMSO; N,N-diisopropylethylamine / tetrahydrofuran / -70 - 20 °C

3: tetrahydrofuran / 0 - 30 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2: Swern oxidation / 3: Barbier reaction;
DOI:10.1081/CAR-200044580

Reference yield:

: 843674-47-5
ethyl (2'S,3'S)-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 843674-48-6
ethyl (2'S,3'S)-7-O-benzyl-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-2-O-p-methoxybenzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride; DMSO; N,N-diisopropylethylamine / tetrahydrofuran / -70 - 20 °C

2: tetrahydrofuran / 0 - 30 °C

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1: Swern oxidation / 2: Barbier reaction;
DOI:10.1081/CAR-200044580