(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

Base Information

Chemical Name:(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane
CAS No.:121693-62-7
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

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Chemical Property of (1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

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Technology Process of (1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

There total 4 articles about (1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane 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%

: 121693-61-6
2-[(2R,5S)-5-((R)-2-Benzyloxy-1-hydroxy-ethyl)-5-methyl-tetrahydro-furan-2-yl]-propan-2-ol

: 3188-13-4
ethyl chloromethyl ether

: 121693-62-7
(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

Guidance literature:: With sodium hydride; In dichloromethane; 1.) 0 deg C, 10 min., 2.) 23 deg C, 24 h., 3.) 55 deg C, 48 h.;
DOI:10.1016/0040-4039(88)85113-X

Reference yield:

: 106-24-1
Geraniol

: 121693-62-7
(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

Guidance literature:: Multi-step reaction with 5 steps

1: Ti(OiPr)4, t-BuOOH, (-)-diethyl (2R,3R)-tartrate / in the presence of molecular sieves

2: 82 percent / NaH / tetrahydrofuran / 14 h / 23 °C

3: 85 percent / 0.18 M perchloric acid / tetrahydrofuran; H₂O / 14 h / 23 °C

4: 43 percent / 1.05 eq. powdered pyridium chlorochromate / CH₂Cl₂ / 10 h / 23 °C

5: 79 percent / sodium hydride / CH₂Cl₂ / 1.) 0 deg C, 10 min., 2.) 23 deg C, 24 h., 3.) 55 deg C, 48 h.

With titanium(IV) isopropylate; tert.-butylhydroperoxide; perchloric acid; diethyl (2R,3R)-tartrate; sodium hydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/0040-4039(88)85113-X

Reference yield:

: 50727-94-1,62777-72-4,62960-04-7,71030-55-2,76985-26-7,82188-73-6,112456-40-3,112456-65-2,62777-71-3
(2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol

: 121693-62-7
(1S,2R,7R)-2-Benzyloxymethyl-1,6,6-trimethyl-3,5,10-trioxa-bicyclo[5.2.1]decane

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / NaH / tetrahydrofuran / 14 h / 23 °C

2: 85 percent / 0.18 M perchloric acid / tetrahydrofuran; H₂O / 14 h / 23 °C

3: 43 percent / 1.05 eq. powdered pyridium chlorochromate / CH₂Cl₂ / 10 h / 23 °C

4: 79 percent / sodium hydride / CH₂Cl₂ / 1.) 0 deg C, 10 min., 2.) 23 deg C, 24 h., 3.) 55 deg C, 48 h.

With perchloric acid; sodium hydride; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/0040-4039(88)85113-X