1,2-Propanediol, 3-chloro-1-(3-hydroxy-4-phenoxyphenyl)-3-phenyl-, (1R,2S,3S)-

Base Information

Chemical Name:1,2-Propanediol, 3-chloro-1-(3-hydroxy-4-phenoxyphenyl)-3-phenyl-, (1R,2S,3S)-
CAS No.:600173-48-6
Molecular Formula:C21H19ClO4
Molecular Weight:370.832
Hs Code.:

Synonyms:

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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 1,2-Propanediol, 3-chloro-1-(3-hydroxy-4-phenoxyphenyl)-3-phenyl-, (1R,2S,3S)-

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Technology Process of 1,2-Propanediol, 3-chloro-1-(3-hydroxy-4-phenoxyphenyl)-3-phenyl-, (1R,2S,3S)-

There total 11 articles about 1,2-Propanediol, 3-chloro-1-(3-hydroxy-4-phenoxyphenyl)-3-phenyl-, (1R,2S,3S)- 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%

: (2S,3S)-3-Chloro-1-(4-phenoxy-3-triethylsilanyloxy-phenyl)-3-phenyl-2-triethylsilanyloxy-propan-1-ol

: 600173-46-4
(1S,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol

: 600173-48-6
(1R,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.0166667h;
DOI:10.1016/S0040-4020(03)00624-0

Reference yield:

: 498-02-2
1-(3-methoxy-4-hydroxyphenyl)ethanone

: 600173-48-6
(1R,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / molecular sieves 4 Angstroem; copper acetate; pyridine / O₂ / CH₂Cl₂ / 48 h / 20 °C

2: 98 percent / BBr₃ / CH₂Cl₂ / -78 °C

3: 81 percent / nBuLi; (iPr)2NH / tetrahydrofuran / 2.08 h / -78 °C

4: 81 percent / TsOH / 20 - 40 °C

5: 85 percent / urea H₂O₂; immobilized poly-L-leucine; DBU / tetrahydrofuran / 15 h / 20 °C

6: 77 percent / HCl / CH₂Cl₂ / 0.5 h / 0 °C

7: 100 percent / imidazole / dimethylformamide / 2.5 h / 20 °C

8: 40 mg / NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 0 °C

9: 80 percent / TBAF / tetrahydrofuran / 0.02 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; 4 A molecular sieve; immobilized poly-L-leucine; tetrabutyl ammonium fluoride; dihydrogen peroxide; copper (I) acetate; boron tribromide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; urea; oxygen; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5: Julia-Colonna epoxidation;
DOI:10.1016/S0040-4020(03)00624-0

Reference yield:

: 98-80-6
phenylboronic acid

: 600173-48-6
(1R,2S,3S)-3-chloro-1-(3'-hydroxy-4'-phenoxyphenyl)-3-phenylpropane-1,2-diol

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / molecular sieves 4 Angstroem; copper acetate; pyridine / O₂ / CH₂Cl₂ / 48 h / 20 °C

2: 98 percent / BBr₃ / CH₂Cl₂ / -78 °C

3: 81 percent / nBuLi; (iPr)2NH / tetrahydrofuran / 2.08 h / -78 °C

4: 81 percent / TsOH / 20 - 40 °C

5: 85 percent / urea H₂O₂; immobilized poly-L-leucine; DBU / tetrahydrofuran / 15 h / 20 °C

6: 77 percent / HCl / CH₂Cl₂ / 0.5 h / 0 °C

7: 100 percent / imidazole / dimethylformamide / 2.5 h / 20 °C

8: 40 mg / NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 0 °C

9: 80 percent / TBAF / tetrahydrofuran / 0.02 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; 4 A molecular sieve; immobilized poly-L-leucine; tetrabutyl ammonium fluoride; dihydrogen peroxide; copper (I) acetate; boron tribromide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diisopropylamine; urea; oxygen; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5: Julia-Colonna epoxidation;
DOI:10.1016/S0040-4020(03)00624-0