C₃₂H₄₀O₇

Base Information

• Chemical Name: C₃₂H₄₀O₇
• CAS No.: 143293-36-1
• Molecular Formula: C₃₂H₄₀O₇
• Molecular Weight: 536.665

Synonyms:C₃₂H₄₀O₇

Chemical Property of C₃₂H₄₀O₇

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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Technology Process of C₃₂H₄₀O₇

There total 34 articles about C₃₂H₄₀O₇ 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:

((3aR,4R,6S,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-methanol (132375-56-5) → C32H40O7 (143293-36-1)

Guidance literature:

Multi-step reaction with 28 steps

1: 90 percent / NaH, n-Bu₄NI / tetrahydrofuran / 24 h / 25 °C

2: 98 percent / TFA / toluene / 0.25 h / 0 °C

3: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, 60 deg C, 1.5 h, 2.) DMF, 25 deg C, 16 h

4: 82 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, 25 deg C, 1 h

6: benzene / 2 h / 80 °C

7: 85 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

8: 97 percent / (+)-diethyl tartrate ((+)-DET), Ti(Oi-Pr)4, i-BuOOH, 4A molecular sieves / CH₂Cl₂ / 16 h / -20 °C

9: SO₃*pyridine, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

10: 1.) NaN(SiMe₃)2 / 1.) THF, 1 h, 2.) THF, 0 deg C, 30 min

11: 97 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

12: 90 percent / CSA / CH₂Cl₂ / 5 h / 0 °C

13: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

14: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, 1 h

15: 98 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

16: 89 percent / benzene / 3 h / 25 °C

17: 96 percent / H₂ / 5percent Pd/C / ethyl acetate / 15 h

18: 92 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 50 °C

19: 95 percent / TBAF / tetrahydrofuran / 18 h / 25 °C

20: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

21: 82 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide / toluene / 3 h / 110 °C

22: 1.) t-BuLi, 2.) (2-thienyl)cyanocopper lithium, 3.) 1,4-diiodobutane, pempidine

23: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 30 min

24: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 25 °C

25: 95 percent / CSA / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

26: 94 percent / PDC / dimethylformamide / 16 h / 25 °C

27: 100 percent / K₂CO₃ / methanol / 3 h / 25 °C

28: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

With Lawessons reagent; 1,2,2,6,6-pentamethylpiperidine; 2,6-dimethylpyridine; titanium(IV) isopropylate; 1,4-Diiodobutane; dmap; lithium hydroxide; sodium hydroxide; dipyridinium dichromate; borane-THF; oxalyl dichloride; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; iso-butyl hydroperoxide; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; ozone; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; triethylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol (122821-81-2) → C32H40O7 (143293-36-1)

Guidance literature:

Multi-step reaction with 29 steps

1: 80 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

2: 90 percent / NaH, n-Bu₄NI / tetrahydrofuran / 24 h / 25 °C

3: 98 percent / TFA / toluene / 0.25 h / 0 °C

4: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, 60 deg C, 1.5 h, 2.) DMF, 25 deg C, 16 h

5: 82 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, 25 deg C, 1 h

7: benzene / 2 h / 80 °C

8: 85 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

9: 97 percent / (+)-diethyl tartrate ((+)-DET), Ti(Oi-Pr)4, i-BuOOH, 4A molecular sieves / CH₂Cl₂ / 16 h / -20 °C

10: SO₃*pyridine, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

11: 1.) NaN(SiMe₃)2 / 1.) THF, 1 h, 2.) THF, 0 deg C, 30 min

12: 97 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

13: 90 percent / CSA / CH₂Cl₂ / 5 h / 0 °C

14: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

15: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, 1 h

16: 98 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

17: 89 percent / benzene / 3 h / 25 °C

18: 96 percent / H₂ / 5percent Pd/C / ethyl acetate / 15 h

19: 92 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 50 °C

20: 95 percent / TBAF / tetrahydrofuran / 18 h / 25 °C

21: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

22: 82 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide / toluene / 3 h / 110 °C

23: 1.) t-BuLi, 2.) (2-thienyl)cyanocopper lithium, 3.) 1,4-diiodobutane, pempidine

24: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 30 min

25: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 25 °C

26: 95 percent / CSA / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

27: 94 percent / PDC / dimethylformamide / 16 h / 25 °C

28: 100 percent / K₂CO₃ / methanol / 3 h / 25 °C

29: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

With Lawessons reagent; 1,2,2,6,6-pentamethylpiperidine; 2,6-dimethylpyridine; titanium(IV) isopropylate; 1,4-Diiodobutane; dmap; lithium hydroxide; sodium hydroxide; dipyridinium dichromate; borane-THF; oxalyl dichloride; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; iso-butyl hydroperoxide; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; ozone; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; triethylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

(3aR,4R,6S,7aS)-4-Allyl-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran (147806-42-6) → C32H40O7 (143293-36-1)

Guidance literature:

Multi-step reaction with 27 steps

1: 98 percent / TFA / toluene / 0.25 h / 0 °C

2: 1.) Bu₂SnO, 2.) CsF / 1.) MeOH, 60 deg C, 1.5 h, 2.) DMF, 25 deg C, 16 h

3: 82 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

4: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, 25 deg C, 1 h

5: benzene / 2 h / 80 °C

6: 85 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

7: 97 percent / (+)-diethyl tartrate ((+)-DET), Ti(Oi-Pr)4, i-BuOOH, 4A molecular sieves / CH₂Cl₂ / 16 h / -20 °C

8: SO₃*pyridine, Et₃N / dimethylsulfoxide; CH₂Cl₂ / 2 h / 0 °C

9: 1.) NaN(SiMe₃)2 / 1.) THF, 1 h, 2.) THF, 0 deg C, 30 min

10: 97 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

11: 90 percent / CSA / CH₂Cl₂ / 5 h / 0 °C

12: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

13: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, 1 h

14: 98 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

15: 89 percent / benzene / 3 h / 25 °C

16: 96 percent / H₂ / 5percent Pd/C / ethyl acetate / 15 h

17: 92 percent / LiOH / tetrahydrofuran; H₂O / 1 h / 50 °C

18: 95 percent / TBAF / tetrahydrofuran / 18 h / 25 °C

19: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

20: 82 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide / toluene / 3 h / 110 °C

21: 1.) t-BuLi, 2.) (2-thienyl)cyanocopper lithium, 3.) 1,4-diiodobutane, pempidine

22: 1.) BH₃*THF, 2.) 3 N aq. NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 30 min

23: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / 25 °C

24: 95 percent / CSA / CH₂Cl₂; methanol / 0.5 h / Ambient temperature

25: 94 percent / PDC / dimethylformamide / 16 h / 25 °C

26: 100 percent / K₂CO₃ / methanol / 3 h / 25 °C

27: 1.) 2,4,6-trichlorobenzoyl chloride, Et₃N, 2.) 4-(dimethylamino)pyridine (DMAP) / 1.) THF, RT, 2 h, 2.) THF, toluene, reflux, 1 h

With Lawessons reagent; 1,2,2,6,6-pentamethylpiperidine; 2,6-dimethylpyridine; titanium(IV) isopropylate; 1,4-Diiodobutane; dmap; lithium hydroxide; sodium hydroxide; dipyridinium dichromate; borane-THF; oxalyl dichloride; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; iso-butyl hydroperoxide; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; tert.-butyl lithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; ozone; dimethyl sulfoxide; thien-2-yl(cyano)copper lithium; triethylamine; triphenylphosphine; cesium fluoride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; benzene;

upstream raw materials:

4-((2S,4S,4aS,5aR,8S,9R,10aS,11aR)-4-Benzyloxy-2-benzyloxymethyl-8-hydroxy-5a-methyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-9-yl)-butyric acid

benzyl bromide

((3aR,4R,6S,7aS)-4-Allyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-methanol

2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol

Downstream raw materials:

Hemibrevetoxin-B

C₄₁H₆₀O₇Si

C₄₁H₆₂O₈Si

C₄₆H₇₈O₈SeSi₂

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