{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

Base Information

Chemical Name:{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol
CAS No.:197228-03-8
Molecular Formula:C₁₉H₂₈O₅
Molecular Weight:336.428
Hs Code.:

Synonyms:{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

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Chemical Property of {(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

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Technology Process of {(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

There total 7 articles about {(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol 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: 93.0%

: 197227-73-9
(2E,6E)-(4S,5R)-5-Methoxy-8-(4-methoxy-benzyloxy)-4,6-dimethyl-octa-2,6-dien-1-ol

: 197228-03-8
{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; 4 A molecular sieve; (-)-diethyl tartrate; In dichloromethane;
DOI:10.1016/S0040-4039(97)01605-5

Reference yield:

: 197227-72-8
(E)-(2S,3R)-3-Methoxy-6-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-4-en-1-ol

: 197228-03-8
{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 to 22 deg C

2: Et₃N, DMSO / CH₂Cl₂ / 22 °C

3: 93 percent / DIBAL / CH₂Cl₂

4: 93 percent / t-BuOOH, Ti(O-i-Pr)4, (-)-DET, CaH₂, 4A sieves / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(97)01605-5

Reference yield:

: 197227-96-6
(E)-(2S,3R)-6-(4-Methoxy-benzyloxy)-2,4-dimethyl-hex-4-ene-1,3-diol

: 197228-03-8
{(2R,3R)-3-[(E)-(1R,2R)-2-Methoxy-5-(4-methoxy-benzyloxy)-1,3-dimethyl-pent-3-enyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / imidazole / CH₂Cl₂

2: NaH / tetrahydrofuran

3: PPTs / ethanol / 66 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 to 22 deg C

5: Et₃N, DMSO / CH₂Cl₂ / 22 °C

6: 93 percent / DIBAL / CH₂Cl₂

7: 93 percent / t-BuOOH, Ti(O-i-Pr)4, (-)-DET, CaH₂, 4A sieves / CH₂Cl₂

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; calcium hydride; oxalyl dichloride; 4 A molecular sieve; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; (-)-diethyl tartrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(97)01605-5