Cyclopentanemethanol, 2,3,4-tris(phenylmethoxy)-, (1R,2R,3R,4R)-

Base Information

Chemical Name:Cyclopentanemethanol, 2,3,4-tris(phenylmethoxy)-, (1R,2R,3R,4R)-
CAS No.:195245-42-2
Molecular Formula:C27H30O4
Molecular Weight:418.533
Hs Code.:

Synonyms:

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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 Cyclopentanemethanol, 2,3,4-tris(phenylmethoxy)-, (1R,2R,3R,4R)-

Chemical Property:

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Technology Process of Cyclopentanemethanol, 2,3,4-tris(phenylmethoxy)-, (1R,2R,3R,4R)-

There total 20 articles about Cyclopentanemethanol, 2,3,4-tris(phenylmethoxy)-, (1R,2R,3R,4R)- 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: 88.0%

: 921771-13-3
(1S,2R,3R,4R)-2,3,4-Tris-benzyloxy-cyclopentanecarbaldehyde

: 195245-42-2
(1R,2R,3R,4R)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;
DOI:10.1021/jo061717t

Reference yield:

: 195245-33-1
3,4,5-tri-O-benzyl-1,2,6-trideoxy-6-iodo-D-arabino-hex-1-enitol

: (1R,2R,3R,4S)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane

: 195245-42-2
(1R,2R,3R,4R)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane

Guidance literature:: With sodium hydroxide; sodium tetrahydroborate; oxygen; salcomine; In ethanol; at 40 ℃; for 60h; Yield given. Yields of byproduct given;
DOI:10.1016/S0040-4039(97)01395-6

Reference yield:

: 763105-46-0
(S)-(S)-4-(1,4-Dioxa-spiro[4.5]dec-2-yl)-cyclopent-2-enol

: 195245-42-2
(1R,2R,3R,4R)-1,2,3-tribenzyloxy-4-hydroxymethylcyclopentane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 96 percent / Jones reagent / acetone / 0.5 h / 0 °C

2.1: 79 percent / LiAlH₄ / diethyl ether / 1 h / -60 °C

3.1: 96 percent / triethylamine; DMAP; imidazole / CH₂Cl₂ / 18 h / 20 °C

4.1: 96 percent / N-methyl-morpholine N-oxide monohydrate / OsO₄ / acetone; H₂O / 14 h / 20 °C

5.1: NaH / tetrahydrofuran / 2 h / 20 °C

5.2: 91 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

6.1: 90 percent / n-Bu₄N(+)F(-)*3H₂O / tetrahydrofuran / 2 h / 20 °C

7.1: 94 percent / oxalyl chloride; DMSO; triethylamine

8.1: BH₃ / tetrahydrofuran / -10 °C

8.2: 54 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / -10 - 20 °C

9.1: NaH / tetrahydrofuran / 2 h / 20 °C

9.2: 86 percent / HMPA / tetrahydrofuran / 12 h / 20 °C

10.1: 80 percent / aq. acetic acid / 17 h / 20 °C

11.1: 90 percent / NaIO₄ / methanol; H₂O / 0.5 h / 0 °C

12.1: 88 percent / NaBH₄ / methanol / 1 h / 0 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; jones reagent; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; osmium(VIII) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; 7.1: Swern oxidation;
DOI:10.1021/jo061717t