(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Base Information

Chemical Name:(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan
CAS No.:105729-04-2
Molecular Formula:C₃₁H₄₁NO₇SSi
Molecular Weight:599.821
Hs Code.:

(dl)-3,5-dimethoxy-9b(S)-<2-<methyl(((2-(trimethylsilyl)ethyl)oxy)carbonyl)amino>ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Synonyms:(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Suppliers and Price of (dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

There total 20 articles about (dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan 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: 80.0%

: 115961-47-2
(dl)-5-methoxy-9b(S)-<2-ethyl>-1,2,3,3a(R),8,9,9a,9b-octahydro-9a(R)-(phenylsulfonyl)phenanthro<4,4a,4b,5-bcd>furan-3-one

: 149-73-5
trimethyl orthoformate

: 105729-04-2
(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 65 ℃; for 1h;
DOI:10.1021/jo00379a038

Reference yield:

: 621-59-0
isovanillin

: 105729-04-2
(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Guidance literature:: Multi-step reaction with 17 steps

1: 70 percent / Br₂, NaOAc, HOAc / 2 h / 25 °C

2: 80 percent / NaH / dimethylformamide / 18 h / 25 °C

3: 86 percent / 5 N NaOH / benzene / 12 h / 25 °C

4: 1.) (Sia)2BH, 2.) H₂O₂, NaOH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 1 h

5: 93 percent / TsOH / methanol / 4 h / 25 °C

6: 92 percent / CBr₄, (C₆H₅)3P / acetonitrile / 1 h / 25 °C

7: 85 percent / n-Bu₃P, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 0.5 h / 25 °C

8: 95 percent / HF / acetonitrile / 4 h / 25 °C

9: CrO₃, aq. H₂SO₄ / acetone / 3 h / 0 °C

10: diisobutylaluminum hydride (DIBAL-H) / tetrahydrofuran / 1 h / -78 - 25 °C

11: 45 percent / n-BuLi / tetrahydrofuran / -78 °C

12: OsO₄, N-methylmorpholine N-oxide monohydrate (NMO) / acetone / 9 h / 25 °C

13: Pb(OAc)4 / CHCl₃ / 0.1 h / 25 °C

14: NaBH₃CN / methanol / 24 h / 25 °C

15: aq. NaHCO₃ / CH₂Cl₂ / 0.2 h / 25 °C

16: 95 percent / Me₂SO, trifluoroacetic acid (TFAA) / CH₂Cl₂ / -78 °C

17: 80 percent / p-toluenesulfonic acid (PTSA) / methanol / 1 h / 65 °C

With chromium(VI) oxide; lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; n-butyllithium; carbon tetrabromide; tributylphosphine; (Sia)2BH; sulfuric acid; hydrogen fluoride; dihydrogen peroxide; bromine; sodium acetate; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jo00379a038

Reference yield:

: 2973-58-2
2-bromoisovanillin

: 105729-04-2
(dl)-3,5-dimethoxy-9b(S)-<2-ethyl>-9a(R)-(phenylsulfonyl)-1,3a(R),8,9,9a,9b-hexahydrophenanthro<4,4a,4b,5-bcd>furan

Guidance literature:: Multi-step reaction with 16 steps

1: 80 percent / NaH / dimethylformamide / 18 h / 25 °C

2: 86 percent / 5 N NaOH / benzene / 12 h / 25 °C

3: 1.) (Sia)2BH, 2.) H₂O₂, NaOH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 1 h

4: 93 percent / TsOH / methanol / 4 h / 25 °C

5: 92 percent / CBr₄, (C₆H₅)3P / acetonitrile / 1 h / 25 °C

6: 85 percent / n-Bu₃P, diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 0.5 h / 25 °C

7: 95 percent / HF / acetonitrile / 4 h / 25 °C

8: CrO₃, aq. H₂SO₄ / acetone / 3 h / 0 °C

9: diisobutylaluminum hydride (DIBAL-H) / tetrahydrofuran / 1 h / -78 - 25 °C

10: 45 percent / n-BuLi / tetrahydrofuran / -78 °C

11: OsO₄, N-methylmorpholine N-oxide monohydrate (NMO) / acetone / 9 h / 25 °C

12: Pb(OAc)4 / CHCl₃ / 0.1 h / 25 °C

13: NaBH₃CN / methanol / 24 h / 25 °C

14: aq. NaHCO₃ / CH₂Cl₂ / 0.2 h / 25 °C

15: 95 percent / Me₂SO, trifluoroacetic acid (TFAA) / CH₂Cl₂ / -78 °C

16: 80 percent / p-toluenesulfonic acid (PTSA) / methanol / 1 h / 65 °C

With chromium(VI) oxide; lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; n-butyllithium; carbon tetrabromide; tributylphosphine; (Sia)2BH; sulfuric acid; hydrogen fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1021/jo00379a038