ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

Base Information

Chemical Name:ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside
CAS No.:270087-97-3
Molecular Formula:C₃₈H₄₀Cl₃NO₁₀S
Molecular Weight:809.161
Hs Code.:

Synonyms:ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

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Chemical Property of ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

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Technology Process of ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

There total 4 articles about ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside 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: 98.0%

: 123-76-2
levulinic acid

: 270087-96-2
ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

: 270087-97-3
ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 1h;
DOI:10.1016/S0957-4166(99)00569-8

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 270087-97-3
ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / pyridine

2: 94 percent / HCl; NaCNBH₃; 3A MS / diethyl ether; tetrahydrofuran

3: 98 percent / DCC; DMAP / CH₂Cl₂ / 1 h

With pyridine; hydrogenchloride; dmap; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Acylation / 2: Ring cleavage / 3: Esterification;
DOI:10.1016/S0957-4166(99)00569-8

Reference yield:

: ((2R,4aR,6R,7R,8R,8aS)-6-Ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 270087-97-3
ethyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / pyridine

2: 94 percent / HCl; NaCNBH₃; 3A MS / diethyl ether; tetrahydrofuran

3: 98 percent / DCC; DMAP / CH₂Cl₂ / 1 h

With pyridine; hydrogenchloride; dmap; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Acylation / 2: Ring cleavage / 3: Esterification;
DOI:10.1016/S0957-4166(99)00569-8