Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

Base Information

Chemical Name:Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester
CAS No.:221044-90-2
Molecular Formula:C₂₃H₃₀O₈
Molecular Weight:434.486
Hs Code.:

Synonyms:Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

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Chemical Property of Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

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Technology Process of Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

There total 5 articles about Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester 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: 60.0%

: 541-41-3
chloroformic acid ethyl ester

: 221044-89-9
1-phenyl-1,2-dideoxy-4,5:6,8-di-O-isopropylidene-D-talo-D-glycero-oct-1-yne

: 221044-90-2
Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

: Carbonic acid (4R,5R)-4-[(4R,5R)-5-((R)-1-ethoxycarbonyloxy-3-phenyl-prop-2-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,2-dimethyl-[1,3]dioxan-5-yl ester ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; Yields of byproduct given;
DOI:10.1039/a808848i

Reference yield: 60.0%

: 541-41-3
chloroformic acid ethyl ester

: 221044-89-9
1-phenyl-1,2-dideoxy-4,5:6,8-di-O-isopropylidene-D-talo-D-glycero-oct-1-yne

: 221044-90-2
Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

: Carbonic acid (4R,5R)-4-[(4R,5R)-5-((R)-1-ethoxycarbonyloxy-3-phenyl-prop-2-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,2-dimethyl-[1,3]dioxan-5-yl ester ethyl ester

: Carbonic acid ethyl ester (4R,5R)-4-[(4R,5R)-5-((R)-1-hydroxy-3-phenyl-prop-2-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,2-dimethyl-[1,3]dioxan-5-yl ester

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1016/S0957-4166(03)00532-9

Reference yield:

: 357604-61-6
2,3:4,6-di-O-isopropylidene-D-mannopyranose

: 221044-90-2
Carbonic acid ethyl ester (R)-1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-3-phenyl-prop-2-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran; hexane / -78 °C

1.2: 57 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: 60 percent / pyridine / CH₂Cl₂

With pyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0957-4166(03)00532-9