(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

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Chemical Name:(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde
CAS No.:87641-45-0
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

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Chemical Property of (R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

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Technology Process of (R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

There total 17 articles about (R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde 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: 91.0%

: 98003-95-3
(S)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propan-1-ol

: 87641-45-0
(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

Guidance literature:: With molecular sieve; pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/S0040-4039(00)88188-5

Reference yield:

: 35784-67-9,53270-26-1,53929-07-0,53929-16-1,64696-56-6
1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose

: 87641-45-0
(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 17 steps

1: 89 percent / NaH / dimethylsulfoxide

2: 87 percent / 2percent H₂SO₄ / methanol

3: 61 percent / Pb(OAc)4 / benzene

4: 90 percent / diethyl ether / diastereomers ratio 4:1

5: 91 percent / PCC, mol.sieve / CH₂Cl₂

6: 89 percent / K₂CO₃ / methanol

7: 100 percent / Hydrogen / Pd/C / ethyl acetate / 760 Torr

8: tetrahydrofuran

9: 90 percent / OsO₄, N-Methylmorpholine N-oxide, H₂O / acetone; H₂O / stereoselection: 23/1

10: 93 percent / NaH / dimethylformamide

11: 4N HCl / tetrahydrofuran

12: 87 percent / 1.) Pb(OAc)4 / benzene

13: 87 percent / LiAlH₄ / diethyl ether

14: 95 percent / pyridine / CH₂Cl₂

15: 94 percent / TsOH / acetone

16: 100 percent / 1N KOH / methanol

17: 91 percent / PCC, mol. sieve / CH₂Cl₂

With pyridine; lead(IV) acetate; hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; molecular sieve; sulfuric acid; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)88188-5

Reference yield:

: 53929-15-0,53929-22-9,87641-33-6,87641-34-7,96918-47-7,96997-30-7
1-((3aR,5R,6S,6aR)-6-Methoxy-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethanol

: 87641-45-0
(R)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 13 steps

1: 91 percent / PCC, mol.sieve / CH₂Cl₂

2: 89 percent / K₂CO₃ / methanol

3: 100 percent / Hydrogen / Pd/C / ethyl acetate / 760 Torr

4: tetrahydrofuran

5: 90 percent / OsO₄, N-Methylmorpholine N-oxide, H₂O / acetone; H₂O / stereoselection: 23/1

6: 93 percent / NaH / dimethylformamide

7: 4N HCl / tetrahydrofuran

8: 87 percent / 1.) Pb(OAc)4 / benzene

9: 87 percent / LiAlH₄ / diethyl ether

10: 95 percent / pyridine / CH₂Cl₂

11: 94 percent / TsOH / acetone

12: 100 percent / 1N KOH / methanol

13: 91 percent / PCC, mol. sieve / CH₂Cl₂

With pyridine; lead(IV) acetate; hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; molecular sieve; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)88188-5