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

Base Information

Chemical Name:(S)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propan-1-ol
CAS No.:98003-95-3
Molecular Formula:C₂₀H₃₂O₅
Molecular Weight:352.471
Hs Code.:

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

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

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

There total 37 articles about (S)-2-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-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: 100.0%

: 98003-94-2
Benzoic acid (S)-2-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-propyl ester

: 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

Guidance literature:: With potassium hydroxide; In methanol;
DOI:10.1016/S0040-4039(00)88188-5

Reference yield: 100.0%

: 98003-94-2
(2S,3R,4R,5R)-1-benzoyloxy-3,4-isopropylidenedioxy-5-(4-methoxybenzyloxy)-2,4-dimethylheptane

: 98003-95-3
(2S,3R,4R,5R)-1-hydroxy-3,4-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptane

Guidance literature:: With potassium hydroxide; In methanol; for 1h; Ambient temperature;

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

: 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

Guidance literature:: Multi-step reaction with 16 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

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