Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

Base Information

Chemical Name:Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester
CAS No.:197520-80-2
Molecular Formula:C₁₃H₂₀O₅S₂
Molecular Weight:320.431
Hs Code.:

Synonyms:Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

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Chemical Property of Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

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Technology Process of Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

There total 9 articles about Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl 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: 71.0%

: 197520-79-9
Methanesulfonic acid (1R,3S)-1-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-phenylsulfanyl-pentyl ester

: 197520-80-2
Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: With boron tribromide; In dichloromethane; at -30 ℃;
DOI:10.1055/s-1997-1550

Reference yield:

: 197520-87-9
(R)-ethyl 6-(benzyloxy)-5-hydroxyhex-2-ynoate

: 197520-80-2
Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 91 percent / H₂ / Lindlar cat. / toluene / Ambient temperature

2: 88 percent / p-TsOH / toluene / Heating

3: 88 percent / 30percent hydrogen peroxide, 6 N sodium hydroxide / methanol / 0 °C

4: 83 percent / diphenyl diselenide, sodium borohydride, AcOH / ethanol

5: 95 percent / imidazole / dimethylformamide / Ambient temperature

6: 83 percent / lithium borohydride / tetrahydrofuran / 0 - 20 °C

7: 90 percent / tributylphosphine / pyridine / Ambient temperature

8: 96 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

9: 71 percent / boron tribromide / CH₂Cl₂ / -30 °C

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; lithium borohydride; tributylphosphine; diphenyl diselenide; hydrogen; dihydrogen peroxide; boron tribromide; toluene-4-sulfonic acid; acetic acid; triethylamine; Lindlar catalyst; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-1997-1550

Reference yield:

: 120996-46-5
(R)-6-Benzyloxymethyl-5,6-dihydro-2-pyrone

: 197520-80-2
Methanesulfonic acid (1R,3S)-3-hydroxy-1-hydroxymethyl-5-phenylsulfanyl-pentyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / 30percent hydrogen peroxide, 6 N sodium hydroxide / methanol / 0 °C

2: 83 percent / diphenyl diselenide, sodium borohydride, AcOH / ethanol

3: 95 percent / imidazole / dimethylformamide / Ambient temperature

4: 83 percent / lithium borohydride / tetrahydrofuran / 0 - 20 °C

5: 90 percent / tributylphosphine / pyridine / Ambient temperature

6: 96 percent / Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

7: 71 percent / boron tribromide / CH₂Cl₂ / -30 °C

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; lithium borohydride; tributylphosphine; diphenyl diselenide; dihydrogen peroxide; boron tribromide; acetic acid; triethylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-1997-1550