2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

Base Information

Chemical Name:2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol
CAS No.:93381-41-0
Molecular Formula:C₃₈H₆₀O₈
Molecular Weight:644.89
Hs Code.:

2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

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Chemical Property of 2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

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Technology Process of 2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

There total 7 articles about 2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol 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:

: 88295-03-8
(1S,2R,3R,4R)-2-{2-Methoxy-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-benzyl}-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentanol

: 93381-41-0
2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

Guidance literature:: With lithium-n-butanethiolate; In N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1016/0040-4039(84)80039-8

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 93381-41-0
2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

Guidance literature:: Multi-step reaction with 4 steps

1: pyr.*HCl / CH₂Cl₂

2: 77 percent / t-butyllithium, copper iodide, tri-n-butylphosphine / diethyl ether / -78 °C

3: NaBH₄ / methanol

4: lithium n-butyl mercaptide / hexamethylphosphoric acid triamide

With sodium tetrahydroborate; copper(l) iodide; tributylphosphine; tert.-butyl lithium; pyridine hydrochloride; lithium-n-butanethiolate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.1016/0040-4039(84)80039-8

Reference yield:

: 17269-81-7
2-bromo-6-(2-propenyl)phenol

: 93381-41-0
2-{(1R,2R,3R,5S)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-[3-(tetrahydro-pyran-2-yloxy)-propyl]-phenol

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / KOt-Bu / 2-methyl-propan-2-ol

2: 1) 9-BBN, 2) H₂O₂, KOH / 1) THF

3: pyr.*HCl / CH₂Cl₂

4: 77 percent / t-butyllithium, copper iodide, tri-n-butylphosphine / diethyl ether / -78 °C

5: NaBH₄ / methanol

6: lithium n-butyl mercaptide / hexamethylphosphoric acid triamide

With potassium hydroxide; sodium tetrahydroborate; copper(l) iodide; 9-borabicyclo[3.3.1]nonane dimer; tributylphosphine; potassium tert-butylate; dihydrogen peroxide; tert.-butyl lithium; pyridine hydrochloride; lithium-n-butanethiolate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1016/0040-4039(84)80039-8