Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester
CAS No.:143842-53-9
Molecular Formula:C₃₁H₃₈F₂O₇SSi
Molecular Weight:620.787
Hs Code.:

Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

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Chemical Property of Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

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Technology Process of Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

There total 18 articles about Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl 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:

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

: 143842-53-9,143842-54-0
Methanesulfonic acid (2R,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

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

6: 99 percent / pyridine / 22 °C

7: 97 percent / AcOH / H₂O / 48 h / 65 °C

8: NaBH₄ / methanol / 0.5 h

With pyridine; methanol; dmap; sodium tetrahydroborate; chloro-trimethyl-silane; dimethylsulfide; 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:

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

: 143842-53-9,143842-54-0
Methanesulfonic acid (2S,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

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

6: 99 percent / pyridine / 22 °C

7: 97 percent / AcOH / H₂O / 48 h / 65 °C

8: NaBH₄ / methanol / 0.5 h

With pyridine; methanol; dmap; sodium tetrahydroborate; chloro-trimethyl-silane; dimethylsulfide; 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

: 143842-53-9,143842-54-0
Methanesulfonic acid (2R,4S,5R,6S)-6-benzyloxymethyl-5-(tert-butyl-diphenyl-silanyloxymethyl)-3,3-difluoro-2-hydroxy-tetrahydro-pyran-4-yl ester

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

5: 99 percent / pyridine / 22 °C

6: 97 percent / AcOH / H₂O / 48 h / 65 °C

7: NaBH₄ / methanol / 0.5 h

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