(4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene

Base Information

• Chemical Name: (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene
• CAS No.: 315204-06-9
• Molecular Formula: C₃₃H₄₄O₇
• Molecular Weight: 552.708

Synonyms:(4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene

Chemical Property of (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene

There total 33 articles about (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene 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:

2,2-dimethoxy-propane (77-76-9) + (2S,3R,4aS,5aR,8S,9R,10aS,11aR)-3-Benzyloxy-2-(2-benzyloxy-ethyl)-9-hydroxymethyl-4a-methyl-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-ol → (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene (315204-06-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0040-4039(00)01483-0

Reference yield:

(E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester (213815-23-7) → (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene (315204-06-9)

Guidance literature:

Multi-step reaction with 27 steps

1.1: 7.34 g / DIBALH / CH₂Cl₂; toluene / 2 h / -78 °C

2.1: 87 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4A / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 - 20 °C

3.1: triethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

4.1: 5.38 g / tetrahydrofuran / 0.5 h / 0 °C

5.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C

6.1: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3.5 h / 20 °C

7.1: 97 percent / sodium hydride; tetra-n-butylammonium iodide / dimethylformamide; various solvent(s) / 1.67 h / 20 °C

8.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1.75 h / 20 °C

8.2: 95 percent / sodium hydroxide; hydrogen peroxide / H₂O / 20 °C

9.1: 76 percent / potassium hydride; tetra-n-butylammonium iodide / tetrahydrofuran; various solvent(s) / 1 h / Heating

10.1: 90 percent / p-toluenesulfonic acid monohydrate / methanol; CH₂Cl₂ / 3 h / 20 °C

11.1: imidazole / dimethylformamide / 9 h / 50 °C

12.1: 3.11 g / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.33 h / 0 °C

13.1: 95 percent / imidazole; triphenylphosphine; iodine / benzene / 0.42 h / 20 °C

14.1: 96 percent / potassium t-butoxide / tetrahydrofuran / 3 h / 0 °C

15.1: tetrahydrofuran / 3 h / 20 °C

16.1: NaHCO₃; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / tetrahydrofuran; H₂O; dimethylformamide / 24 h / 20 °C

16.2: 419.6 mg / sodium hydroxide; hydrogen peroxide / tetrahydrofuran; H₂O / 0.5 h / 20 °C

17.1: BH₃*THF / tetrahydrofuran / -30 °C

17.2: 77 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran; H₂O / 1.5 h / 20 - 40 °C

18.1: 88 percent / potassium hydride; tetra-n-butylammonium iodide / tetrahydrofuran; various solvent(s) / 1.5 h / 20 °C

19.1: 261 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

20.1: 94 percent / molecular sieves 4A; tetrapropylammonium perruthenate; N-methylmorpholine N-oxide / CH₂Cl₂ / 1.17 h / 20 °C

21.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; phosphate buffer / CH₂Cl₂; H₂O / 0.67 h / 20 °C / pH 7.0

22.1: NaHCO₃; Zn(OTf)2 / CH₂Cl₂ / 20 °C

23.1: 723.1 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

24.1: 96 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 1.25 h / 20 °C

25.1: 90 percent / CH₂Cl₂; hexane / 5 h / -78 - 20 °C

26.1: sodium methoxide / methanol; CH₂Cl₂ / 0.58 h / 20 °C

27.1: 35.8 mg / pyridinium p-toluenesulfonate / CH₂Cl₂; dimethylformamide / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphate buffer; tetrapropylammonium perruthennate; borane-THF; pyridine-SO₃ complex; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; sodium methylate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dimeric 9-borabicyclo[3.3.1]nonane; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene; 2.1: Sharpless asymmetric epoxidation / 4.1: Wittig methylenation / 16.1: Suzuki coupling;

DOI:10.1016/S0040-4020(01)00164-8

Reference yield:

(E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-en-1-ol (315204-07-0) → (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene (315204-06-9)

Guidance literature:

Multi-step reaction with 26 steps

1.1: 87 percent / (-)-diethyl tartrate; titanium(IV) isopropoxide; tert-butyl hydroperoxide / molecular sieves 4A / CH₂Cl₂; 2,2,4-trimethyl-pentane / -20 - 20 °C

2.1: triethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

3.1: 5.38 g / tetrahydrofuran / 0.5 h / 0 °C

4.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.75 h / 20 °C

5.1: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 3.5 h / 20 °C

6.1: 97 percent / sodium hydride; tetra-n-butylammonium iodide / dimethylformamide; various solvent(s) / 1.67 h / 20 °C

7.1: 9-borabicyclo[3.3.1]nonane dimer / tetrahydrofuran / 1.75 h / 20 °C

7.2: 95 percent / sodium hydroxide; hydrogen peroxide / H₂O / 20 °C

8.1: 76 percent / potassium hydride; tetra-n-butylammonium iodide / tetrahydrofuran; various solvent(s) / 1 h / Heating

9.1: 90 percent / p-toluenesulfonic acid monohydrate / methanol; CH₂Cl₂ / 3 h / 20 °C

10.1: imidazole / dimethylformamide / 9 h / 50 °C

11.1: 3.11 g / camphorsulfonic acid / methanol; CH₂Cl₂ / 1.33 h / 0 °C

12.1: 95 percent / imidazole; triphenylphosphine; iodine / benzene / 0.42 h / 20 °C

13.1: 96 percent / potassium t-butoxide / tetrahydrofuran / 3 h / 0 °C

14.1: tetrahydrofuran / 3 h / 20 °C

15.1: NaHCO₃; [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂ / tetrahydrofuran; H₂O; dimethylformamide / 24 h / 20 °C

15.2: 419.6 mg / sodium hydroxide; hydrogen peroxide / tetrahydrofuran; H₂O / 0.5 h / 20 °C

16.1: BH₃*THF / tetrahydrofuran / -30 °C

16.2: 77 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran; H₂O / 1.5 h / 20 - 40 °C

17.1: 88 percent / potassium hydride; tetra-n-butylammonium iodide / tetrahydrofuran; various solvent(s) / 1.5 h / 20 °C

18.1: 261 mg / tetra-n-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

19.1: 94 percent / molecular sieves 4A; tetrapropylammonium perruthenate; N-methylmorpholine N-oxide / CH₂Cl₂ / 1.17 h / 20 °C

20.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; phosphate buffer / CH₂Cl₂; H₂O / 0.67 h / 20 °C / pH 7.0

21.1: NaHCO₃; Zn(OTf)2 / CH₂Cl₂ / 20 °C

22.1: 723.1 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 20 °C

23.1: 96 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 1.25 h / 20 °C

24.1: 90 percent / CH₂Cl₂; hexane / 5 h / -78 - 20 °C

25.1: sodium methoxide / methanol; CH₂Cl₂ / 0.58 h / 20 °C

26.1: 35.8 mg / pyridinium p-toluenesulfonate / CH₂Cl₂; dimethylformamide / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; phosphate buffer; tetrapropylammonium perruthennate; borane-THF; pyridine-SO₃ complex; 4 A molecular sieve; camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; iodine; sodium methylate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hydride; zinc trifluoromethanesulfonate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; (-)-diethyl tartrate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dimeric 9-borabicyclo[3.3.1]nonane; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene; 1.1: Sharpless asymmetric epoxidation / 3.1: Wittig methylenation / 15.1: Suzuki coupling;

DOI:10.1016/S0040-4020(01)00164-8

upstream raw materials:

2,2-dimethoxy-propane

(E)-4-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

(2R,4aR,6S,7R,8aS)-2-Phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

(2R,4aR,6S,7R,8aS)-7-Benzyloxy-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Downstream raw materials:

Toluene-4-sulfonic acid (4aR,5aS,6aR,8S,9S,10aS,11aR,13aS)-9-hydroxy-2,2,10a-trimethyl-8-(2-triisopropylsilanyloxy-ethyl)-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-9-ylmethyl ester

2-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-ethanol

(E)-4-((4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-2,2,9,10a-tetramethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalen-8-yl)-but-2-enoic acid benzyl ester

(2S,3R,4aS,5aR,8S,9R,10aS,11aR)-3-Benzyloxy-2-(2-benzyloxy-ethyl)-9-(tert-butyl-dimethyl-silanyloxymethyl)-4a,8-dimethyl-2,3,4,4a,5a,8,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 315204-06-9 (4aR,5aS,6aR,8S,9R,10aS,11aR,13aS)-9-Benzyloxy-8-(2-benzyloxy-ethyl)-2,2,10a-trimethyl-dodecahydro-1,3,5,7,11-pentaoxa-benzo[4,5]cyclohepta[1,2-b]naphthalene

Send

Send

Metric Ton KG G Pound L ML

Send

Send