((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

Base Information

Chemical Name:((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol
CAS No.:221015-85-6
Molecular Formula:C₂₈H₃₀O₆
Molecular Weight:462.543
Hs Code.:

Synonyms:((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

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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 ((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

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Technology Process of ((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

There total 11 articles about ((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol 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: 96.0%

: 221015-84-5
(1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-7-(naphthalen-2-ylmethoxymethyl)-6,8-dioxa-bicyclo[3.2.1]octane

: 221015-85-6
((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

Guidance literature:: With chloroform; hydrogen; palladium on activated charcoal; In ethanol; for 1.5h; Ambient temperature;
DOI:10.1055/s-1999-3382

Reference yield:

: 27393-97-1,79380-02-2
(E)-3-(2-furanyl)-2-propen-1-ol

: 221015-85-6
((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / NaH, Bu₄NI / tetrahydrofuran / 1.) 0 deg C, 2.) r.t., 8 h

2: 74 percent / MeSO2NH2, AD-mix-β / 2-methyl-propan-2-ol; H2O / 46 h / 0 °C

3: MCPBA / CH₂Cl₂ / 3 h / Ambient temperature

4: p-TsOH / benzene / 10 h / Heating

5: 87 percent / H₂O₂, H₂O, NaOH / tetrahydrofuran / 0.5 h / Ambient temperature

6: 94 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.42 h / 0 °C

7: 93 percent / pyridine / H₂O / 22 h / Ambient temperature

8: 1.) BF₃*Et₂O, 2.) NaOMe / 1.) C₆H₆, r.t., 20 min, 2.) MeOH, r.t., 45 min

9: 98 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 2.) reflux, 8 h

10: 96 percent / H₂, CHCl₃ / 10percent Pd/C / ethanol / 1.5 h / Ambient temperature

With pyridine; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; chloroform; methanesulfonamide; AD-mix-β; boron trifluoride diethyl etherate; water; hydrogen; dihydrogen peroxide; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1055/s-1999-3382

Reference yield:

: 221015-43-6
(E)-3-(2-Furyl)prop-2-enyl (2-naphthylmethyl) ether

: 221015-85-6
((1S,2S,3R,4S,5S,7R)-2,3,4-Tris-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-7-yl)-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 74 percent / MeSO2NH2, AD-mix-β / 2-methyl-propan-2-ol; H2O / 46 h / 0 °C

2: MCPBA / CH₂Cl₂ / 3 h / Ambient temperature

3: p-TsOH / benzene / 10 h / Heating

4: 87 percent / H₂O₂, H₂O, NaOH / tetrahydrofuran / 0.5 h / Ambient temperature

5: 94 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 0.42 h / 0 °C

6: 93 percent / pyridine / H₂O / 22 h / Ambient temperature

7: 1.) BF₃*Et₂O, 2.) NaOMe / 1.) C₆H₆, r.t., 20 min, 2.) MeOH, r.t., 45 min

8: 98 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 2.) reflux, 8 h

9: 96 percent / H₂, CHCl₃ / 10percent Pd/C / ethanol / 1.5 h / Ambient temperature

With pyridine; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; chloroform; methanesulfonamide; AD-mix-β; boron trifluoride diethyl etherate; water; hydrogen; dihydrogen peroxide; sodium methylate; sodium hydride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol; benzene;
DOI:10.1055/s-1999-3382