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

Base Information

Chemical Name:4-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid
CAS No.:328937-36-6
Molecular Formula:C₃₇H₄₀O₇S
Molecular Weight:628.786
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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

There total 1 articles about 4-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-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: 47.0%

: 17201-43-3
4-cyanobenzyl bromide

: 180187-58-0
ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 328937-36-6
4-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

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

With sodium hydroxide; In ethanol; for 8h; Heating;
DOI:10.1016/S0040-4039(00)02032-3

Reference yield:

: 76375-66-1
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 328937-36-6
4-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

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

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 18h;
DOI:10.1016/S0040-4039(00)02032-3

Reference yield:

: 328937-36-6
4-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yloxymethyl)-benzoic acid

: 328937-44-6
C₅₆H₅₈O₁₂

Guidance literature:: Multi-step reaction with 3 steps

1: DCC; DMAP / CH₂Cl₂ / 18 h / 25 °C

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

3: 70 percent / NIS; TMSOTf / CH₂Cl₂ / 0.25 h / -30 °C

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