(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

Base Information

Chemical Name:(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine
CAS No.:261171-77-1
Molecular Formula:C₂₈H₃₇NO₇
Molecular Weight:499.604
Hs Code.:

Synonyms:(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

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Chemical Property of (E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

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Technology Process of (E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

There total 10 articles about (E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine 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: 100.0%

: 154674-73-4
3-O-(4-Methoxybenzyl)-4-[(1R,4R,2E)-4-benzyloxymethoxy-1-(2,2,2-trifluoroacetylamino)pent-2-enyl]-1,2-O-isopropylidene-α-D-erythrofuranose

: 261171-77-1
(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

Guidance literature:: With methanol; barium dihydroxide; at 0 ℃; for 16h;
DOI:10.1039/a905771d

Reference yield:

: 96823-34-6
Dimethyl [(3R)-3-benzyloxymethoxy-2-oxobutyl]phosphonate

: 261171-77-1
(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / LiCl; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C

2.1: 98 percent / Zn(BH₄)2 / diethyl ether / 6 h / -40 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

3.2: 98 percent / tetrahydrofuran / 1 h / -78 °C

4.1: 98 percent / xylene / 12 h / Heating

5.1: 100 percent / Ba(OH)2; MeOH / 16 h / 0 °C

With methanol; barium dihydroxide; n-butyllithium; zinc(II) tetrahydroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; diethyl ether; hexane; acetonitrile; xylene; 1.1: Condensation / 2.1: Reduction / 3.1: Metallation / 3.2: Addition / 4.1: Rearrangement / 5.1: Deacylation;
DOI:10.1039/a905771d

Reference yield:

: 69940-04-1,142226-16-2,109536-51-8
(R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

: 261171-77-1
(E)-(1R,4R)-4-Benzyloxymethoxy-1-[(3aR,5R,6R,6aR)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-pent-2-enylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / lead tetraacetate; Na₂CO₃ / CH₂Cl₂ / 2 h / 0 °C

2.1: 94 percent / LiCl; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 16 h / 20 °C

3.1: 98 percent / Zn(BH₄)2 / diethyl ether / 6 h / -40 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

4.2: 98 percent / tetrahydrofuran / 1 h / -78 °C

5.1: 98 percent / xylene / 12 h / Heating

6.1: 100 percent / Ba(OH)2; MeOH / 16 h / 0 °C

With lead(IV) acetate; methanol; barium dihydroxide; n-butyllithium; zinc(II) tetrahydroborate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetonitrile; xylene; 1.1: Oxidation / 2.1: Condensation / 3.1: Reduction / 4.1: Metallation / 4.2: Addition / 5.1: Rearrangement / 6.1: Deacylation;
DOI:10.1039/a905771d