C₂₅H₃₃O₇BrC₄H₈O

Base Information

Chemical Name:C₂₅H₃₃O₇BrC₄H₈O
CAS No.:312924-28-0
Molecular Formula:C₂₉H₄₁BrO₈
Molecular Weight:597.544
Hs Code.:

C<sub>25</sub>H<sub>33</sub>O<sub>7</sub>BrC<sub>4</sub>H<sub>8</sub>O

Synonyms:C₂₅H₃₃O₇BrC₄H₈O

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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 C₂₅H₃₃O₇BrC₄H₈O

Chemical Property:

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Technology Process of C₂₅H₃₃O₇BrC₄H₈O

There total 21 articles about C₂₅H₃₃O₇BrC₄H₈O 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: 61.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 312924-26-8
C₂₅H₃₄O₇

: 312924-28-0
C₂₅H₃₃O₇BrC₄H₈O

Guidance literature:: With N-Bromosuccinimide; In diethyl ether; at 0 ℃;
DOI:10.1021/ol000290o

Reference yield:

: 312923-90-3
(1S,3R,7R,8S,9R,10S,11S)-9-Benzyloxymethyl-10-hydroxymethyl-11-methyl-7-trimethylsilanyloxy-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

: 312924-28-0
C₂₅H₃₃O₇BrC₄H₈O

Guidance literature:: Multi-step reaction with 20 steps

1.1: 33 percent / I₂; PhI(OAc)2 / CH₂Cl₂ / 0 °C / Photolysis

2.1: 85 percent / i-Pr₂NEt / CH₂Cl₂ / 20 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 89 percent / Ph₃P / CH₂Cl₂ / -78 - 20 °C

4.1: Zn(BH₄)2 / diethyl ether / 0 °C

5.1: tetrabutylammonium fluoride / tetrahydrofuran / 0 °C

6.1: 93 percent / PPTS / acetone / 20 °C

7.1: 86 percent / LHMDS; HMPA / tetrahydrofuran / -78 °C

8.1: O₃ / CH₂Cl₂ / -78 °C

8.2: Ph₃P / CH₂Cl₂ / -78 - 20 °C

9.1: NaBH₄ / methanol / 20 °C

10.1: o-O₂NC₆H₄SeCN; Bu₃P / tetrahydrofuran / -78 - 20 °C

11.1: LiAlH₄ / dioxane / Heating

12.1: 90 percent / Et₃N / CH₂Cl₂ / 20 °C

13.1: 94 percent / TPAP; 4-methylmorpholine N-oxide / acetonitrile / 20 °C

14.1: O₃ / CH₂Cl₂ / -78 °C

14.2: Ph₃P / CH₂Cl₂ / -78 - 20 °C

15.1: SmI₂; HMPA / tetrahydrofuran / -40 °C

16.1: DMAP / tetrahydrofuran / 20 °C

17.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

18.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

19.1: 89 percent / NaBH₄; CeCl₃ / methanol / 20 °C

20.1: 61 percent / NBS / diethyl ether / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; samarium diiodide; cerium(III) chloride; tetrapropylammonium perruthennate; zinc(II) tetrahydroborate; tributylphosphine; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; iodine; pyridinium p-toluenesulfonate; Dess-Martin periodane; ozone; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetone; acetonitrile; 1.1: Dehydrogenation / 2.1: Alkylation / 3.1: ozonation / 3.2: Ring cleavage / 4.1: Reduction / 5.1: Elimination / 6.1: Cyclization / 7.1: Acylation / 8.1: ozonation / 8.2: Ring cleavage / 9.1: Reduction / 10.1: Dehydration / 11.1: Reduction / 12.1: Substitution / 13.1: Oxidation / 14.1: ozonolysis / 14.2: Ring cleavage / 15.1: Cyclization / 16.1: Carbonylation / 17.1: Elimination / 18.1: Decarboxylation / 19.1: Reduction / 20.1: Alkylation;
DOI:10.1021/ol000290o

Reference yield:

: 312924-35-9
(1S,3R,7S,8S,9R,10R,11R)-9-Benzyloxymethyl-7,11-dihydroxy-10-methoxymethoxymethyl-4-oxa-tricyclo[5.3.1.0^3,8]undecan-5-one

: 312924-28-0
C₂₅H₃₃O₇BrC₄H₈O

Guidance literature:: Multi-step reaction with 15 steps

1.1: 93 percent / PPTS / acetone / 20 °C

2.1: 86 percent / LHMDS; HMPA / tetrahydrofuran / -78 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: Ph₃P / CH₂Cl₂ / -78 - 20 °C

4.1: NaBH₄ / methanol / 20 °C

5.1: o-O₂NC₆H₄SeCN; Bu₃P / tetrahydrofuran / -78 - 20 °C

6.1: LiAlH₄ / dioxane / Heating

7.1: 90 percent / Et₃N / CH₂Cl₂ / 20 °C

8.1: 94 percent / TPAP; 4-methylmorpholine N-oxide / acetonitrile / 20 °C

9.1: O₃ / CH₂Cl₂ / -78 °C

9.2: Ph₃P / CH₂Cl₂ / -78 - 20 °C

10.1: SmI₂; HMPA / tetrahydrofuran / -40 °C

11.1: DMAP / tetrahydrofuran / 20 °C

12.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

13.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

14.1: 89 percent / NaBH₄; CeCl₃ / methanol / 20 °C

15.1: 61 percent / NBS / diethyl ether / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; samarium diiodide; cerium(III) chloride; tetrapropylammonium perruthennate; tributylphosphine; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; Dess-Martin periodane; ozone; 4-methylmorpholine N-oxide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetone; acetonitrile; 1.1: Cyclization / 2.1: Acylation / 3.1: ozonation / 3.2: Ring cleavage / 4.1: Reduction / 5.1: Dehydration / 6.1: Reduction / 7.1: Substitution / 8.1: Oxidation / 9.1: ozonolysis / 9.2: Ring cleavage / 10.1: Cyclization / 11.1: Carbonylation / 12.1: Elimination / 13.1: Decarboxylation / 14.1: Reduction / 15.1: Alkylation;
DOI:10.1021/ol000290o