3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

Base Information

Chemical Name:3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol
CAS No.:119243-83-3
Molecular Formula:C₂₄H₄₀O₆
Molecular Weight:424.578
Hs Code.:

Synonyms:3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

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Chemical Property of 3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

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Technology Process of 3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

There total 8 articles about 3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol 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:

: (4-Benzyloxy)butylmagnesium bromide

: 119243-83-3
3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) DMS*CuBr, TMEDA / 1.) Et₂O, -78 deg C, 2.) -78 deg C

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

3: Ti(O-iPr)4, D-DIPT, t-BuOOH, 4-Angstroem sieves / CH₂Cl₂ / -50 °C

4: ClCOCOCl, DMSO, Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 89 percent / CH₂Cl₂

6: 1.) LiBH₄, MeOH, 2.) H₂ / 2.) 5percent Rh/Al₂O₃ / 1.) Et₂O, 0 deg C, 2.) THF, 1 atm

With titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; lithium borohydride; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; hydrogen; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; Rh/Al₂O₃; In dichloromethane;
DOI:10.1021/ja00187a081

Reference yield:

: 119243-76-4
(R)-5-(2-Methoxy-ethoxymethoxy)-4-methyl-pent-1-yne

: 119243-83-3
3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) THF, -78 -> 78 deg C, 2.) -78 deg C

2: 1.) DMS*CuBr, TMEDA / 1.) Et₂O, -78 deg C, 2.) -78 deg C

3: 98 percent / DIBAL / CH₂Cl₂ / -78 °C

4: Ti(O-iPr)4, D-DIPT, t-BuOOH, 4-Angstroem sieves / CH₂Cl₂ / -50 °C

5: ClCOCOCl, DMSO, Et₃N / CH₂Cl₂ / -78 - 0 °C

6: 89 percent / CH₂Cl₂

7: 1.) LiBH₄, MeOH, 2.) H₂ / 2.) 5percent Rh/Al₂O₃ / 1.) Et₂O, 0 deg C, 2.) THF, 1 atm

With titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; lithium borohydride; n-butyllithium; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; hydrogen; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; Rh/Al₂O₃; In dichloromethane;
DOI:10.1021/ja00187a081

Reference yield:

: 119243-77-5
(R)-6-(2-Methoxy-ethoxymethoxy)-5-methyl-hex-2-ynoic acid methyl ester

: 119243-83-3
3-{(2R,3S)-3-(4-Benzyloxy-butyl)-3-[(R)-3-(2-methoxy-ethoxymethoxy)-2-methyl-propyl]-oxiranyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) DMS*CuBr, TMEDA / 1.) Et₂O, -78 deg C, 2.) -78 deg C

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

3: Ti(O-iPr)4, D-DIPT, t-BuOOH, 4-Angstroem sieves / CH₂Cl₂ / -50 °C

4: ClCOCOCl, DMSO, Et₃N / CH₂Cl₂ / -78 - 0 °C

5: 89 percent / CH₂Cl₂

6: 1.) LiBH₄, MeOH, 2.) H₂ / 2.) 5percent Rh/Al₂O₃ / 1.) Et₂O, 0 deg C, 2.) THF, 1 atm

With titanium(IV) isopropylate; methanol; tert.-butylhydroperoxide; lithium borohydride; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; hydrogen; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; Rh/Al₂O₃; In dichloromethane;
DOI:10.1021/ja00187a081