(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

Base Information

Chemical Name:(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol
CAS No.:128990-37-4
Molecular Formula:C₂₈H₃₂O₅S
Molecular Weight:480.625
Hs Code.:

Synonyms:(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

There total 52 articles about (1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol 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: 63.0%

: 86348-33-6,86363-77-1,86363-78-2,86363-79-3
[(2S,3S)-3-((4S,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol

: 108-98-5
thiophenol

: 128990-37-4
(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

Guidance literature:: With sodium hydroxide; In tert-butyl alcohol; Heating;
DOI:10.1016/S0040-4020(01)97596-9

Reference yield:

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

: 128990-37-4,129097-74-1,129097-76-3,129097-77-4
(1R,2S)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

Guidance literature:: Multi-step reaction with 11 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: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

8: 88 percent / benzene / Ambient temperature

9: 91 percent / NaBH₄ / methanol / -20 - -10 °C

10: 76 percent / t-BuOCl, L-(+)-diisopropyl tartrate, Ti(OiPr)4 / CH₂Cl₂ / -20 °C

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

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

Reference yield:

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

: 128990-37-4
(1S,2R)-1-((4R,5S)-5-Benzhydryloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-phenylsulfanyl-propane-1,2-diol

Guidance literature:: Multi-step reaction with 11 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: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

8: 88 percent / benzene / Ambient temperature

9: 91 percent / NaBH₄ / methanol / -20 - -10 °C

10: 84 percent / t-BuOCl, D-(-)-diisopropyl tartrate, Ti(OiPr)4 / CH₂Cl₂ / -20 °C

11: 63 percent / 0.5N NaOH / 2-methyl-propan-2-ol / Heating

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