(4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

Base Information

Chemical Name:(4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde
CAS No.:128990-52-3
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:(4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

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Chemical Property of (4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

Chemical Property:

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Technology Process of (4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

There total 34 articles about (4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde 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: 65.0%

: 128990-44-3,128990-47-6,128990-48-7,128990-53-4,129006-12-8,129006-13-9,129006-14-0,129006-15-1
Acetic acid ((4R,5R,4'S,5'S)-5'-benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-phenylsulfanyl-methyl ester

: 128990-40-9,128990-45-4,128990-46-5,128990-49-8,128990-50-1,128990-51-2,128990-52-3
(4R,5S,4'S,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

Guidance literature:: With potassium carbonate; In methanol; Ambient temperature;
DOI:10.1016/S0040-4020(01)97596-9

Reference yield: 41.0%

: 128990-44-3,128990-47-6,128990-48-7,128990-53-4,129006-12-8,129006-13-9,129006-14-0,129006-15-1
Acetic acid ((4R,5R,4'R,5'S)-5'-benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-phenylsulfanyl-methyl ester

: 128990-52-3
(4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

Guidance literature:: With potassium carbonate; In methanol; Ambient temperature;
DOI:10.1016/S0040-4020(01)97596-9

Reference yield:

: 128990-34-1
(E)-4-(benzhydryloxy)but-2-enal

: 128990-52-3
(4R,5S,4'R,5'S)-5'-Benzhydryloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-carbaldehyde

Guidance literature:: Multi-step reaction with 15 steps

1: 100 percent / NaBH₄ / methanol / 3 h / -20 - -10 °C

2: 92 percent / t-BuOCl, L-(+)-diisopropyl tartrate*Ti(OiPr)4 / CH₂Cl₂ / -20 °C

3: 71 percent / 0.5N NaOH / 2-methyl-propan-2-ol / Heating

4: POCl₃ / CH₂Cl₂ / Ambient temperature

5: m-chloroperoxybenzoic acid / CH₂Cl₂ / -78 °C

6: NaOAc / 8 h / Heating

7: 100 percent / K₂CO₃ / methanol / Ambient temperature

8: 91 percent / benzene / Ambient temperature

9: NaBH₄ / methanol / -20 - -10 °C

10: 73 percent / t-BuOCl, D-(-)-diisopropyl tartrate, Ti(OiPr)4 / CH₂Cl₂ / -20 °C

11: 0.5N NaOH / 2-methyl-propan-2-ol / Heating

12: d-10-Camphersulfonic acid / CH₂Cl₂ / Ambient temperature

13: m-chloroperoxybenzoic acid / CH₂Cl₂ / -78 °C

14: NaOAc / Heating

15: 41 percent / K₂CO₃ / methanol / Ambient temperature

With titanium(IV) isopropylate; sodium hydroxide; sodium tetrahydroborate; tert-butylhypochlorite; L-(+)-diisopropyl tartrate*Ti(OiPr)4; sodium acetate; potassium carbonate; D-(-)-diisopropyl tartrate; (+)-10-camphorsulfonic acid; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In methanol; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4020(01)97596-9