S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Chemical Name:S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside
CAS No.:263543-58-4
Molecular Formula:C₃₀H₃₄O₅S
Molecular Weight:506.663
Hs Code.:

Synonyms:S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Chemical Property of S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

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Technology Process of S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

There total 4 articles about S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside 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: 92.0%

: 263543-43-7
phenyl 2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-thio-α-D-mannopyranoside

: 263543-58-4
S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 2h; pH=3 - 4;
DOI:10.1021/jo9910482

Reference yield:

: 100-39-0
benzyl bromide

: 263543-58-4
S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / NaH / tetrahydrofuran / 3 h / Heating

2: 92 percent / NaCNBH₃; 3 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether / 2 h / 0 °C / pH 3 - 4

With hydrogenchloride; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; 1: Etherification / 2: Reduction;
DOI:10.1021/jo9910482

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 263543-58-4
S-phenyl 2,6-di-O-benzyl-3,4-O-(butane-2',3'-diyl)-1-thia-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 66 percent / camphor-10-sulfonic acid / methanol / 72 h / Heating

2: 86 percent / NaH / tetrahydrofuran / 3 h / Heating

3: 92 percent / NaCNBH₃; 3 Angstroem molecular sieves; HCl / tetrahydrofuran; diethyl ether / 2 h / 0 °C / pH 3 - 4

With hydrogenchloride; 3 A molecular sieve; camphor-10-sulfonic acid; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; methanol; diethyl ether; 1: Cyclization / 2: Etherification / 3: Reduction;
DOI:10.1021/jo9910482