(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

Base Information

Chemical Name:(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole
CAS No.:259535-67-6
Molecular Formula:C₁₅H₂₁O₂P
Molecular Weight:264.304
Hs Code.:

Synonyms:(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

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Chemical Property of (3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

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Technology Process of (3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

There total 8 articles about (3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole 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: 80.0%

: 638-21-1
phenylphosphane

: 221022-89-5
(4R,5S,6S,7R)-5,6-O-(1-methylethylidene)-4,7-dimethyl[1,3,2]dioxathiepane 2,2-dioxide

: 259535-67-6
(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

Guidance literature:: phenylphosphane; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

(4R,5S,6S,7R)-5,6-O-(1-methylethylidene)-4,7-dimethyl[1,3,2]dioxathiepane 2,2-dioxide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 20h; Further stages.;
DOI:10.1021/jo000066c

Reference yield: 50.0%

: 638-21-1
phenylphosphane

: 259136-29-3
1,6-dideoxy-3,4-O-isopropylidene-D-mannitol dimethanesulfonate

: 259535-67-6
(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h;
DOI:10.1021/jo991762j

Reference yield:

: 74044-75-0
(2R,3R,4R,5R)-3,4-O-(1-methylethylidene)-2,3,4,5-hexanetetraol

: 259535-67-6
(3aS,4S,6S,6aS)-tetrahydro-2,2,4,6-tetramethyl-5-phenyl-4H-phospholo[3,4-d]-1,3-dioxole

Guidance literature:: Multi-step reaction with 3 steps

1.1: SOCl₂; Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: RuCl₃*xH₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 0.5 h / 0 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 2 h / 20 °C

3.2: 80 percent / n-BuLi / tetrahydrofuran; hexane / 20 h / 20 °C

With ruthenium trichloride; sodium periodate; n-butyllithium; thionyl chloride; triethylamine; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; acetonitrile; 1.1: Cyclization / 2.1: Oxidation / 3.1: Metallation / 3.2: Substitution;
DOI:10.1021/jo000066c