(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

Base Information

Chemical Name:(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol
CAS No.:130359-78-3
Molecular Formula:C₁₄H₂₂O₄S₂
Molecular Weight:318.458
Hs Code.:

Synonyms:(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

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Chemical Property of (2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

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Technology Process of (2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

There total 4 articles about (2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-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: 79.0%

: 130359-74-9
(2R,3S)-1-benzyloxy-2,3-dihydroxy-5,5-bis(methylthio)pentane

: 130359-78-3
(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

Guidance literature:: With 2,6-dimethylpyridine; dimethylbromosulphonium bromide; In dichloromethane;
DOI:10.1016/0008-6215(90)84067-5

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 130359-78-3
(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / tetrahydrofuran / 0.5 h / Heating

2: 1) 3 Angstroem molecular sieves, Ti(OC₃H₇-i)4, D-(-)-diisopropyl tartrate, 2) tert-butyl hydroperoxide / 1) CH₂Cl₂, 30 min, - 20 deg C, 2) isooctane, 14 days, -15 deg C

3: 1) BuLi / 1) THF, hexane, 2a) < -50 deg C, 30 min, b) --> 0 deg C, 2 h

4: 79 percent / bromodimethylsulfonium bromide, 2,6-lutidine / CH₂Cl₂

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; 3 A molecular sieve; dimethylbromosulphonium bromide; D-(-)-diisopropyl tartrate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(90)84067-5

Reference yield:

: 93553-66-3
1-(benzyloxy)but-3-en-2-ol

: 130359-78-3
(2R,3S)-1-Benzyloxy-5-methanesulfinyl-5-methylsulfanyl-pentane-2,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 3 Angstroem molecular sieves, Ti(OC₃H₇-i)4, D-(-)-diisopropyl tartrate, 2) tert-butyl hydroperoxide / 1) CH₂Cl₂, 30 min, - 20 deg C, 2) isooctane, 14 days, -15 deg C

2: 1) BuLi / 1) THF, hexane, 2a) < -50 deg C, 30 min, b) --> 0 deg C, 2 h

3: 79 percent / bromodimethylsulfonium bromide, 2,6-lutidine / CH₂Cl₂

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; 3 A molecular sieve; dimethylbromosulphonium bromide; D-(-)-diisopropyl tartrate; In dichloromethane;
DOI:10.1016/0008-6215(90)84067-5