2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester
CAS No.:195315-92-5
Molecular Formula:C₄₇H₆₀O₉Si
Molecular Weight:797.073
Hs Code.:

2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Synonyms:2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Suppliers and Price of 2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

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 2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

There total 22 articles about 2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 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%

: 116-11-0
2-Methoxypropene

: 195316-50-8
2,2-Dimethyl-propionic acid (2S,3S)-3-[(2S,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,3-dihydroxy-propyl ester

: 195315-92-5
2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 0.833333h; Ambient temperature;
DOI:10.1248/cpb.45.1265

Reference yield:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 195315-92-5
2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 21 steps

1: 93 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 76 percent / 6 N aq. HCl / tetrahydrofuran / 5 h / Heating

3: 55 percent / ZnCl₂ / acetonitrile / 6.5 h / 60 °C

4: 85 percent / dl-CSA / CH₂Cl₂ / 1 h / Ambient temperature

5: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h

6: 97 percent / K₂CO₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

7: 87 percent / t-BuOK / tetrahydrofuran / 0.5 h / Ambient temperature

8: 84 percent / 80percent AcOH / CH₂Cl₂ / 96 h / Ambient temperature

9: 94 percent / Et₃N, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

10: 1.) NaH / 1.) THF, DMSO, RT, 2.) THF, DMSO, RT, 3 h

11: 100 percent / dl-CSA / methanol; CH₂Cl₂ / 12 h / Ambient temperature

12: 93 percent / imidazole / CH₂Cl₂ / 0.75 h / Ambient temperature

13: HgO, BF₃*Et₂O / tetrahydrofuran; H₂O / 1.5 h / 60 °C

14: 1.) tert-BuOK / 1.) THF, RT, 30 min, 2.) THF, 30 min

15: 95 percent / DIBAH / CH₂Cl₂; hexane / 0.5 h / -78 °C

16: 1.) D-(-)-diethyl tartrate, Ti(O-iPr)4, 4 Angstroem molecular sieves, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -20 deg C, 30 min, 2.) CH₂Cl₂, 2,2,4-trimethylpentane, 3 d

17: Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

18: BF₃*Et₂O / diethyl ether / 2 h / 0 °C

19: 96 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

20: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h

21: 80 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.83 h / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; DL-10-camphorsulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; potassium tert-butylate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; mercury(II) oxide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.45.1265

Reference yield:

: 100-44-7
benzyl chloride

: 195315-92-5
2,2-Dimethyl-propionic acid (4S,5S)-5-[(2R,3S,4R,5R)-3-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-4-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 23 steps

1: 1.) NaH / 1.) THF, DMSO, RT, 15 min, 2.) THF, DMSO, RT, 35 min

2: H₂SO₄ / methanol / 0.25 h / Ambient temperature

3: 93 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 76 percent / 6 N aq. HCl / tetrahydrofuran / 5 h / Heating

5: 55 percent / ZnCl₂ / acetonitrile / 6.5 h / 60 °C

6: 85 percent / dl-CSA / CH₂Cl₂ / 1 h / Ambient temperature

7: 100 percent / Et₃N / CH₂Cl₂ / 0.5 h

8: 97 percent / K₂CO₃ / methanol; CH₂Cl₂ / 1 h / 0 °C

9: 87 percent / t-BuOK / tetrahydrofuran / 0.5 h / Ambient temperature

10: 84 percent / 80percent AcOH / CH₂Cl₂ / 96 h / Ambient temperature

11: 94 percent / Et₃N, DMAP / CH₂Cl₂ / 12 h / Ambient temperature

12: 1.) NaH / 1.) THF, DMSO, RT, 2.) THF, DMSO, RT, 3 h

13: 100 percent / dl-CSA / methanol; CH₂Cl₂ / 12 h / Ambient temperature

14: 93 percent / imidazole / CH₂Cl₂ / 0.75 h / Ambient temperature

15: HgO, BF₃*Et₂O / tetrahydrofuran; H₂O / 1.5 h / 60 °C

16: 1.) tert-BuOK / 1.) THF, RT, 30 min, 2.) THF, 30 min

17: 95 percent / DIBAH / CH₂Cl₂; hexane / 0.5 h / -78 °C

18: 1.) D-(-)-diethyl tartrate, Ti(O-iPr)4, 4 Angstroem molecular sieves, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -20 deg C, 30 min, 2.) CH₂Cl₂, 2,2,4-trimethylpentane, 3 d

19: Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

20: BF₃*Et₂O / diethyl ether / 2 h / 0 °C

21: 96 percent / K₂CO₃ / methanol / 2.5 h / Ambient temperature

22: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h

23: 80 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 0.83 h / Ambient temperature

With pyridine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; DL-10-camphorsulfonic acid; 4 A molecular sieve; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; triethylamine; mercury(II) oxide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.45.1265