(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Base Information

Chemical Name:(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol
CAS No.:137742-92-8
Molecular Formula:C₃₀H₃₅NO₇
Molecular Weight:521.61
Hs Code.:

(2S,3R,4S,5S)-3-(Allyloxy)-4-<N-(benzyloxycarbonyl)amino>-5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Synonyms:(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Chemical Property:

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Technology Process of (2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

There total 9 articles about (2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol 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: 90.0%

: 137742-91-7
(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-(cyclohexylidenedioxy)-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

: 137742-92-8
(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Guidance literature:: With 1.3-propanedithiol; boron trifluoride diethyl etherate; In dichloromethane; 1) -78 deg C, 2 h, 2) -40 deg C, 2 h, 3) 0 deg C, 1 h;
DOI:10.1021/jo00028a045

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 137742-92-8
(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Guidance literature:: Multi-step reaction with 4 steps

1: Na₂CO₃ / diethyl ether / 3 h / 5 °C

2: 90 percent / activated MnO₂ / CHCl₃ / 5 h / Heating

3: 88 percent / diethyl ether / 1) -30 deg C, 30 min., 2) 0 deg C, 30 min., 3) r.t., 1 h

4: 90 percent / propane-1,3-dithiol, BF₃*Et₂O / CH₂Cl₂ / 1) -78 deg C, 2 h, 2) -40 deg C, 2 h, 3) 0 deg C, 1 h

With 1.3-propanedithiol; manganese(IV) oxide; boron trifluoride diethyl etherate; sodium carbonate; In diethyl ether; dichloromethane; chloroform;
DOI:10.1021/jo00028a045

Reference yield:

: 137742-86-0,137742-87-1
3-<(4R,5R)- and (4S,5S)-3-<(2S)-1,2-(Cyclohexylidenedioxy)eth-2-yl>-4-hydroxy-4,5-dihydroisoxazolin-5-yl>-1-naphthaldehyde

: 137742-92-8
(2S,3R,4S,5S)-3-(Allyloxy)-4--5,6-dihydroxy-2-<1-(allyloxy)naphth-3-yl>-2-hexanol

Guidance literature:: Multi-step reaction with 8 steps

1: m-CPBA / CH₂Cl₂ / 24 h / Ambient temperature

2: neutral alumina / CH₂Cl₂ / 24 h

3: 80 percent / 40percent KF - alumina / acetonitrile / 24 h / Ambient temperature

4: LAH / diethyl ether / 1 h / 0 °C

5: Na₂CO₃ / diethyl ether / 3 h / 5 °C

6: 90 percent / activated MnO₂ / CHCl₃ / 5 h / Heating

7: 88 percent / diethyl ether / 1) -30 deg C, 30 min., 2) 0 deg C, 30 min., 3) r.t., 1 h

8: 90 percent / propane-1,3-dithiol, BF₃*Et₂O / CH₂Cl₂ / 1) -78 deg C, 2 h, 2) -40 deg C, 2 h, 3) 0 deg C, 1 h

With 1.3-propanedithiol; manganese(IV) oxide; aluminum oxide; potassium fluoride on basic alumina; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; chloroform; acetonitrile;
DOI:10.1021/jo00028a045