(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Base Information

Chemical Name:(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane
CAS No.:143842-45-9
Molecular Formula:C₃₁H₃₈F₂O₇SSi
Molecular Weight:620.787
Hs Code.:

Synonyms:(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Suppliers and Price of (1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

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 (1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

There total 9 articles about (1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane 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:

: 143842-35-7
(2R,3S)-1,3-dihydroxy-2-(1-hexynyl)-4-<(p-bromobenzyl)oxy>butane

: 143842-45-9
(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine, H₂ / Pd/BaSO₄ / 20 h / 760 Torr

2: 1.) NaH / 1.) THF, RT, 45 min, 2.) THF, RT, 90 min

3: 81 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 48 h / Ambient temperature

4: 1.) O₃, MeOH, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 3 h

5: 34.2 percent / Zn, 1,2-dibromoethane, chlorotrimethylsilane / tetrahydrofuran / 3 h / Ambient temperature

6: 95 percent / AcOH / H₂O / 48 h / 65 °C

7: 97 percent / NaBH₄ / methanol / 0.5 h / 22 °C

8: 1.) pyridine, 4 Angstroem molecular sieves / 1.) 22 deg C, 30 min, 2.) 1 h

With pyridine; methanol; dmap; sodium tetrahydroborate; chloro-trimethyl-silane; dimethylsulfide; 4 A molecular sieve; hydrogen; sodium hydride; ozone; acetic acid; ethylene dibromide; triethylamine; zinc; Pd-BaSO₄; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00048a017

Reference yield:

: 143842-36-8
(2R,3S)-1,3-dihydroxy-2-(1-hexenyl)-4-(benzyloxy)butane

: 143842-45-9
(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, RT, 45 min, 2.) THF, RT, 90 min

2: 81 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 48 h / Ambient temperature

3: 1.) O₃, MeOH, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 3 h

4: 34.2 percent / Zn, 1,2-dibromoethane, chlorotrimethylsilane / tetrahydrofuran / 3 h / Ambient temperature

5: 95 percent / AcOH / H₂O / 48 h / 65 °C

6: 97 percent / NaBH₄ / methanol / 0.5 h / 22 °C

7: 1.) pyridine, 4 Angstroem molecular sieves / 1.) 22 deg C, 30 min, 2.) 1 h

With pyridine; methanol; dmap; sodium tetrahydroborate; chloro-trimethyl-silane; dimethylsulfide; 4 A molecular sieve; sodium hydride; ozone; acetic acid; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00048a017

Reference yield:

: 143842-37-9
(2S,3S)-1-<(tert-butyldiphenylsilyl)oxy>-2-(1-hexenyl)-3-hydroxy-4-(benzyloxy)butane

: 143842-45-9
(1S,3R,4R,5S)-1β-(mesyloxy)-2,2-difluoro-3α-hydroxy-4α-<<(tert-butyldiphenylsilyl)oxy>methyl>-5β-<(benzyloxy)methyl>-1,5-oxidopentane

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / Et₃N, 4-(dimethylamino)pyridine / dimethylformamide / 48 h / Ambient temperature

2: 1.) O₃, MeOH, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 3 h

3: 34.2 percent / Zn, 1,2-dibromoethane, chlorotrimethylsilane / tetrahydrofuran / 3 h / Ambient temperature

4: 95 percent / AcOH / H₂O / 48 h / 65 °C

5: 97 percent / NaBH₄ / methanol / 0.5 h / 22 °C

6: 1.) pyridine, 4 Angstroem molecular sieves / 1.) 22 deg C, 30 min, 2.) 1 h

With pyridine; methanol; dmap; sodium tetrahydroborate; chloro-trimethyl-silane; dimethylsulfide; 4 A molecular sieve; ozone; acetic acid; ethylene dibromide; triethylamine; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00048a017