2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

Base Information

Chemical Name:2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran
CAS No.:114826-93-6
Molecular Formula:C₂₅H₃₂O₄
Molecular Weight:396.527
Hs Code.:

Synonyms:2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

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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 2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

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Technology Process of 2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

There total 9 articles about 2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran 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: 99.0%

: 114826-92-5,114884-18-3
2-((1R,3R,4S)-4-Benzyloxy-3-benzyloxymethyl-2-iodo-cyclopentyloxy)-tetrahydro-pyran

: 114826-93-6
2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

Guidance literature:: With tri-n-butyl-tin hydride; In diethyl ether; for 10h; Heating;
DOI:10.1016/S0040-4039(01)91379-6

Reference yield:

: 34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 114826-93-6
2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 9 steps

1: 1) H₂SO₄, AcOH; / 1) 60 deg C, 1 day; 2) Amberlite IR-120(H⁺), 70 deg C, 15 h

2: 60 percent / NaH / dimethylformamide

4: 73 percent / LDA, MoOPH / tetrahydrofuran / -78 - 20 °C

5: 69 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

6: 83 percent / NaIO₄ / H₂O; acetone / 0.25 h / Ambient temperature

7: 76 percent / PDC / dimethylformamide / 19 h / Ambient temperature

8: 67 percent / iodobenzenediacetate, I₂ / CCl₄ / 0.25 h / Heating; Irradiation

9: 99 percent / N-Bu₃SnH / diethyl ether / 10 h / Heating

With sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; MoO₅*pyridine*HMPA; [bis(acetoxy)iodo]benzene; sulfuric acid; iodine; tri-n-butyl-tin hydride; sodium hydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)91379-6

Reference yield:

: 114826-79-8
(3aS,4R,5S,6aR)-5-Benzyloxy-4-benzyloxymethyl-hexahydro-cyclopenta[b]furan-2-one

: 114826-93-6
2-((1S,3S,4R)-3-Benzyloxy-4-benzyloxymethyl-cyclopentyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

2: 73 percent / LDA, MoOPH / tetrahydrofuran / -78 - 20 °C

3: 69 percent / LiAlH₄ / diethyl ether / 3 h / Ambient temperature

4: 83 percent / NaIO₄ / H₂O; acetone / 0.25 h / Ambient temperature

5: 76 percent / PDC / dimethylformamide / 19 h / Ambient temperature

6: 67 percent / iodobenzenediacetate, I₂ / CCl₄ / 0.25 h / Heating; Irradiation

7: 99 percent / N-Bu₃SnH / diethyl ether / 10 h / Heating

With sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; MoO₅*pyridine*HMPA; [bis(acetoxy)iodo]benzene; iodine; tri-n-butyl-tin hydride; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(01)91379-6