(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

Base Information

Chemical Name:(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one
CAS No.:147425-42-1
Molecular Formula:C₂₉H₅₁NO₅SSi₂
Molecular Weight:581.965
Hs Code.:

(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

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Chemical Property of (4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

Chemical Property:

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Technology Process of (4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

There total 16 articles about (4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one 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:

: 76375-66-1
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 147425-42-1
(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 14 steps

1: 90 percent / pyridine / Ambient temperature

2: 90 percent / F₃CCO₂H / methanol; H₂O / Heating

3: 95 percent / pyridine / 3 - 5 °C

4: 1) NaI, 2) Zn, AcOH / 1) EtCOMe, reflux, 2) ether, rt

5: 90 percent / NaN₃ / dimethylformamide / Heating

6: SnCl₂, Et₃N / various solvent(s)

7: NaHCO₃

8: 1) F₃CCO₂H, Ac₂O, 2) NaOH, H₂O₂ / 2) MeOH

9: NaBH₄ / ethanol

10: KH / benzene

11: collidine

12: aq. HF / acetonitrile

13: 95 percent / CrO₃, pyridine

14: 1) TiCl₄, 2) BBr₃

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen fluoride; dihydrogen peroxide; acetic anhydride; boron tribromide; titanium tetrachloride; potassium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium iodide; tin(ll) chloride; zinc; In methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0040-4039(93)85088-E

Reference yield:

: 158548-94-8
[(1S,2S,3S)-3-Benzyloxy-2,4-dihydroxy-1-((R)-1-hydroxy-ethyl)-butyl]-carbamic acid ethyl ester

: 147425-42-1
(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: KH / benzene

2: collidine

3: aq. HF / acetonitrile

4: 95 percent / CrO₃, pyridine

5: 1) TiCl₄, 2) BBr₃

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; hydrogen fluoride; boron tribromide; titanium tetrachloride; potassium hydride; In acetonitrile; benzene;
DOI:10.1016/0040-4039(93)85088-E

Reference yield:

: 147425-46-5
methyl 3‐O‐benzoyl‐2‐O‐benzyl‐α‐D-glucopyranoside

: 147425-42-1
(4S,5R)-3-(tert-Butyl-dimethyl-silanyl)-4-[(1S,2S,3R)-1-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-5-methyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / pyridine / 3 - 5 °C

2: 1) NaI, 2) Zn, AcOH / 1) EtCOMe, reflux, 2) ether, rt

3: 90 percent / NaN₃ / dimethylformamide / Heating

4: SnCl₂, Et₃N / various solvent(s)

5: NaHCO₃

6: 1) F₃CCO₂H, Ac₂O, 2) NaOH, H₂O₂ / 2) MeOH

7: NaBH₄ / ethanol

8: KH / benzene

9: collidine

10: aq. HF / acetonitrile

11: 95 percent / CrO₃, pyridine

12: 1) TiCl₄, 2) BBr₃

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen fluoride; dihydrogen peroxide; acetic anhydride; boron tribromide; titanium tetrachloride; potassium hydride; sodium hydrogencarbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium iodide; tin(ll) chloride; zinc; In ethanol; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/0040-4039(93)85088-E