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

Base Information

Chemical Name:Carbonic acid 1-[(4R,5R)-5-((4R,5R)-2,2-dimethyl-5-phenoxythiocarbonyloxy-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester ethyl ester
CAS No.:474103-70-3
Molecular Formula:C₂₄H₃₀O₉S
Molecular Weight:494.563
Hs Code.:

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

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

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

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

There total 2 articles about Carbonic acid 1-[(4R,5R)-5-((4R,5R)-2,2-dimethyl-5-phenoxythiocarbonyloxy-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester ethyl 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: 76.0%

: 1005-56-7
phenylcarbonochloridothioate

: 498555-14-9
Carbonic acid ethyl ester 1-[(4R,5S)-5-((4R,5R)-5-hydroxy-2,2-dimethyl-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester

: 474103-70-3
Carbonic acid 1-[(4R,5R)-5-((4R,5R)-2,2-dimethyl-5-phenoxythiocarbonyloxy-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester ethyl ester

Guidance literature:: With pyridine; In acetonitrile;
DOI:10.1016/S0040-4039(02)01919-6

Reference yield:

: 498555-13-8
(4R,5R)-4-[(4R,5R)-5-(1-Hydroxy-prop-2-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2,2-dimethyl-[1,3]dioxan-5-ol

: 474103-70-3
Carbonic acid 1-[(4R,5R)-5-((4R,5R)-2,2-dimethyl-5-phenoxythiocarbonyloxy-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / pyridine / CH₂Cl₂ / 2 h / 0 °C

2: 76 percent / pyridine / acetonitrile / 1 h / 85 °C

With pyridine; In dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200300339

Reference yield:

: 474103-70-3
Carbonic acid 1-[(4R,5R)-5-((4R,5R)-2,2-dimethyl-5-phenoxythiocarbonyloxy-[1,3]dioxan-4-yl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-prop-2-ynyl ester ethyl ester

: 156619-09-9
(1S,2R,3S,4R,5S)-5-hydroxymethyl-cyclohexane-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 23 percent / Bu₃SnH; AIBN / toluene / 12 h / 85 °C

2.1: 70 percent / K₂CO₃ / methanol

3.1: 80 percent / NaH; Bu₄NI / tetrahydrofuran / 3 h

4.1: O₃ / methanol; CH₂Cl₂ / -78 °C

5.1: 90 percent / CeCl₃*H₂O; NaBH₄ / methanol / 0 - 20 °C

6.1: NaH; CS₂; MeI / tetrahydrofuran / 0 - 20 °C

6.2: 70 mg / HSnBu₃; AIBN / toluene / 0.5 h / 85 °C

7.1: H₂ / Pd/C / methanol / 1 h / 20 °C / 1810.02 Torr

8.1: AcOH / tetrahydrofuran; H₂O / 85 °C

With carbon disulfide; sodium tetrahydroborate; cerium(III) chloride; 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; acetic acid; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.200300339