methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

Base Information

Chemical Name:methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate
CAS No.:126394-13-6
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

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Chemical Property of methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

Chemical Property:

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Technology Process of methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

There total 13 articles about methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate 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:

: 126394-10-3
(2S,3E,6S)-2-benzyloxymethoxy-6,7-diisopropylidenedioxyhept-4-en-3-one

: 126394-13-6
methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1 h

2: 100 percent / tetrahydrofuran / 2 h / -93 °C

3: 100 percent / NaH / dimethylformamide / Ambient temperature

4: 85 percent / 4N HCl / tetrahydrofuran / 2 h / 50 °C

5: 59 percent / pyridine / 8.5 h / Ambient temperature

6: 68 percent / NaH / tetrahydrofuran; dimethylsulfoxide / 1.75 h / Ambient temperature

7: CrO₃, H₂SO₄ / acetone / 1 h / 0 °C

8: diethyl ether

With pyridine; chromium(VI) oxide; hydrogenchloride; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.37.1705

Reference yield:

: 113643-40-6
<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-methanol

: 126394-13-6
methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: CrO₃, H₂SO₄ / acetone / 1 h / 0 °C

2: diethyl ether

With chromium(VI) oxide; sulfuric acid; In diethyl ether; acetone;
DOI:10.1248/cpb.37.1705

Reference yield:

: 126394-12-5
(2S,5S,6S)-5-Benzyloxy-5-ethyl-heptane-1,2,6-triol

: 126394-13-6
methyl <(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran>-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 59 percent / Ts-Cl / pyridine / Ambient temperature

2: 68 percent / NaH / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

3: CrO₃, H₂SO₄ / acetone / 0 °C

With chromium(VI) oxide; sulfuric acid; sodium hydride; p-toluenesulfonyl chloride; In tetrahydrofuran; pyridine; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(00)95485-6