(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

Base Information

Chemical Name:(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol
CAS No.:159656-60-7
Molecular Formula:C₂₄H₄₀O₅Si
Molecular Weight:436.664
Hs Code.:

Synonyms:(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

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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 (1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

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Technology Process of (1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

There total 14 articles about (1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 159656-59-4
(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-hydroxy-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

: 159656-60-7
(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

Guidance literature:: With dmap; In dichloromethane; for 10h; Ambient temperature;

Reference yield:

: 144708-87-2
(2R)-6-hydroxy-2-<4'-(trimethylsilyl)but-3'-ynyl>-3,6-dihydropyran-3(2H)-one

: 159656-60-7
(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

Guidance literature:: Multi-step reaction with 12 steps

1: 62 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 5 h / Ambient temperature

2: 92 percent / LAH / diethyl ether / 0 °C

3: 70 percent / pyridine, osmium tetraoxide / diethyl ether / 10 h / Ambient temperature

4: 74 percent / PPTS / dimethylformamide; acetone / 10 h / Ambient temperature

5: 68 percent / DMAP / 1,2-dichloro-ethane / 5 h / Heating

6: 92 percent / Bu₃SnH, AIBN / benzene / 0.5 h / Heating

7: 86 percent / pyridine, NaIO₄, osmium tetraoxide / 2-methyl-propan-2-ol; H₂O / 4.5 h / Ambient temperature

8: 55 percent / Na / tetrahydrofuran; ethanol; liquid ammonia / 1.) -78 deg C, 20 min, 2.) room temperature, 1 h

9: 98 percent / NaH, Bu₄NI / tetrahydrofuran; paraffin / 15 h / Ambient temperature

10: 98 percent / HCl / tetrahydrofuran / 2 h / Ambient temperature

11: 100 percent / NaBH₄ / methanol; CH₂Cl₂ / 1 h / Ambient temperature

12: 100 percent / DMAP / CH₂Cl₂ / 10 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; paraffin; tert-butyl alcohol; benzene;

Reference yield:

: 144786-57-2
(1R)-1-(2'-furyl)-5-(trimethylsilyl)pent-4-yn-1-ol

: 159656-60-7
(1R,2R,3R)-3-benzyloxy-2-<(1'S,2'R)-3'-(tert-butyldimethylsiloxy)-1',2'-(isopropylidenedioxy)propyl>cyclopentanol

Guidance literature:: Multi-step reaction with 13 steps

1: 98 percent / sodium acetate, NBS / tetrahydrofuran; H₂O / 0.5 h / 0 °C

2: 62 percent / pyridinium toluene-p-sulfonate / CH₂Cl₂ / 5 h / Ambient temperature

3: 92 percent / LAH / diethyl ether / 0 °C

4: 70 percent / pyridine, osmium tetraoxide / diethyl ether / 10 h / Ambient temperature

5: 74 percent / PPTS / dimethylformamide; acetone / 10 h / Ambient temperature

6: 68 percent / DMAP / 1,2-dichloro-ethane / 5 h / Heating

7: 92 percent / Bu₃SnH, AIBN / benzene / 0.5 h / Heating

8: 86 percent / pyridine, NaIO₄, osmium tetraoxide / 2-methyl-propan-2-ol; H₂O / 4.5 h / Ambient temperature

9: 55 percent / Na / tetrahydrofuran; ethanol; liquid ammonia / 1.) -78 deg C, 20 min, 2.) room temperature, 1 h

10: 98 percent / NaH, Bu₄NI / tetrahydrofuran; paraffin / 15 h / Ambient temperature

11: 98 percent / HCl / tetrahydrofuran / 2 h / Ambient temperature

12: 100 percent / NaBH₄ / methanol; CH₂Cl₂ / 1 h / Ambient temperature

13: 100 percent / DMAP / CH₂Cl₂ / 10 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; sodium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; paraffin; tert-butyl alcohol; benzene;