4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

Base Information

Chemical Name:4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside
CAS No.:1053627-23-8
Molecular Formula:C₅₂H₅₆Cl₃NO₁₄
Molecular Weight:1025.37
Hs Code.:

4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

Synonyms:4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

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

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

There total 5 articles about 4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-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: 75.0%

: 6-(4-hydroxymethyl-phenoxy)-hexanoic acid allyl 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

: 1053627-23-8
4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.0833333h;
DOI:10.1016/S0957-4166(99)00569-8

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1053627-23-8
4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / pyridine

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

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

4: 75 percent / 4A MS; N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Acylation / 2: Ring cleavage / 3: Esterification / 4: Substitution;
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

: 1053627-23-8
4-alloxycarbonylpentoxybenzyl 6-O-benzyl-3-O-(9-fluorenylmethoxycarbonyl)-4-O-levulinoyl-2-deoxy-2-[[(2,2,2-trichloroethoxy)carbonyl]amino]-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / pyridine

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

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

4: 75 percent / 4A MS; N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.08 h / 0 °C

With pyridine; hydrogenchloride; dmap; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium cyanoborohydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Acylation / 2: Ring cleavage / 3: Esterification / 4: Substitution;
DOI:10.1016/S0957-4166(99)00569-8