3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

Base Information

Chemical Name:3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid
CAS No.:328937-70-8
Molecular Formula:C₄₁H₄₀O₇S
Molecular Weight:676.83
Hs Code.:

Synonyms:3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

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Chemical Property of 3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

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Technology Process of 3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

There total 1 articles about 3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid 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: 61.0%

: 127299-77-8,130781-28-1,138181-68-7,130781-27-0
Phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 1129-28-8
3-methoxycarbonylbenzyl bromide

: 328937-70-8
3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

Guidance literature:: Phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside; 3-methoxycarbonylbenzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; at 25 ℃; for 1.5h;

With water;
DOI:10.1016/S0040-4039(00)02032-3

Reference yield:

: 149342-15-4
benzyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 328937-70-8
3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

: 3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid (2R,4aR,6R,7R,8R,8aS)-6-benzyloxy-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 15h;
DOI:10.1016/S0040-4039(00)02032-3

Reference yield:

: 328937-70-8
3-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

: C₅₇H₅₉NO₁₂

Guidance literature:: Multi-step reaction with 5 steps

1: DCC; DMAP / CH₂Cl₂ / 15 h / 25 °C

2: NaCNBH₃; HCl / diethyl ether; tetrahydrofuran / 0.08 h / 0 °C

3: 19 percent / NIS; TMSOTf / CH₂Cl₂ / 0.33 h / 0 °C

4: N₂H₄ / ethanol / 5 h / Heating

5: pyridine / 15 h / 25 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; dicyclohexyl-carbodiimide; hydrazine; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(00)02032-3