(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

Base Information

Chemical Name:(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid
CAS No.:160423-39-2
Molecular Formula:C₃₂H₃₈O₃S
Molecular Weight:502.718
Hs Code.:

Synonyms:(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

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Chemical Property of (E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

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Technology Process of (E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

There total 6 articles about (E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid 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: 92.0%

: 160423-38-1
Propionic acid (E)-(R)-3-tert-butylsulfanyl-1-((S)-1-methyl-2-trityloxy-ethyl)-allyl ester

: 160423-39-2
(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

Guidance literature:: With tert-butyldimethylsilyl chloride; lithium diisopropyl amide; 1.) THF, -78 deg C, 2.) HMPA, -78 to 65 deg C;
DOI:10.1021/jo00104a001

Reference yield:

: 107210-09-3
<(dimethyl-1',1' ethyl)thio>-3 propenal trans

: 160423-39-2
(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Bu₂OTf, Et(i-Pr)2N / CH₂Cl₂

2: PhCH₂OLi / tetrahydrofuran / 0 °C

3: DIBAL / tetrahydrofuran / -78 °C

4: DMAP, Et₃N / CH₂Cl₂

6: 92 percent / LDA, TBSCl / 1.) THF, -78 deg C, 2.) HMPA, -78 to 65 deg C

With dmap; lithium benzyloxide; diisobutylaluminium hydride; tert-butyldimethylsilyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00104a001

Reference yield:

: 1026731-13-4
(E)-(2R,3R)-5-tert-Butylsulfanyl-3-hydroxy-2-methyl-pent-4-enal

: 160423-39-2
(E)-(2R,3S,6R)-3-tert-Butylsulfanyl-2,6-dimethyl-7-trityloxy-hept-4-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: DIBAL / tetrahydrofuran / -78 °C

2: DMAP, Et₃N / CH₂Cl₂

4: 92 percent / LDA, TBSCl / 1.) THF, -78 deg C, 2.) HMPA, -78 to 65 deg C

With dmap; diisobutylaluminium hydride; tert-butyldimethylsilyl chloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00104a001