(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

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Chemical Name:(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol
CAS No.:113643-43-9
Molecular Formula:C₄₆H₆₈O₉
Molecular Weight:765.041
Hs Code.:
Mol file:113643-43-9.mol

(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

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Chemical Property of (3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol Edit

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Technology Process of (3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

There total 30 articles about (3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-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: 96.0%

: 67-56-1
methanol

: 113656-58-9,126454-03-3,126454-18-0
(1R,5R,7S,8S,9S,10R)-1-<(2RS,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-9-ethyl-8,10-isopropylidenedioxy-1-(4-methoxybenzyloxy)-5,7-dimethyldodec-2-yn-4-one

: 113643-43-9,113668-16-9,113724-46-2,113724-47-3,126454-04-4
(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

Guidance literature:: With camphor-10-sulfonic acid; for 0.666667h; Ambient temperature;
DOI:10.1248/cpb.37.1717

Reference yield: 85.0%

: 113656-58-9,126454-03-3,126454-18-0
(1R,5R,7S,8S,9S,10R)-1-<(2RS,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-9-ethyl-8,10-isopropylidenedioxy-1-(4-methoxybenzyloxy)-5,7-dimethyldodec-2-yn-4-one

: 113643-43-9,113668-16-9,113724-46-2,113724-47-3,126454-04-4
(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

Guidance literature:: With camphor-10-sulfonic acid; In methanol;
DOI:10.1016/S0040-4039(00)95485-6

Reference yield:

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

: 113643-43-9,113668-16-9,113724-46-2,113724-47-3,126454-04-4
(3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1: CrO₃, H₂SO₄ / acetone / 0 °C

3: n-BuLi / tetrahydrofuran / -93 °C

4: 1.) NaH; 2.) H₂ / 2.) Pd-C / 1.) DMSO-THF, 0 deg C; 2.) AcOEt

5: 87 percent / diethyl ether / -93 °C

6: 96 percent / 1N-HCl / tetrahydrofuran / Ambient temperature

7: 95 percent / imidazole / CH₂Cl₂ / Ambient temperature

9: 92 percent / n-BuLi / tetrahydrofuran / -78 °C

10: 100 percent / MnO₂ / CH₂Cl₂

11: 85 percent / CSA / methanol

With 1H-imidazole; chromium(VI) oxide; hydrogenchloride; manganese(IV) oxide; n-butyllithium; sulfuric acid; camphor-10-sulfonic acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)95485-6