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

Base Information

• Chemical Name: (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-5-methyl-oxazolidin-2-one
• CAS No.: 147425-41-0
• Molecular Formula: C₃₆H₅₇NO₅SSi₂
• Molecular Weight: 672.089

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-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:

benzyl bromide (100-39-0) → (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-5-methyl-oxazolidin-2-one (147425-41-0)

Guidance literature:

Multi-step reaction with 15 steps

1: 1) Bu₂SnO / 1) benzene, reflux, 2) CH₃CN, reflux

2: 90 percent / pyridine / Ambient temperature

3: 90 percent / F₃CCO₂H / methanol; H₂O / Heating

4: 95 percent / pyridine / 3 - 5 °C

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

6: 90 percent / NaN₃ / dimethylformamide / Heating

7: SnCl₂, Et₃N / various solvent(s)

8: NaHCO₃

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

10: NaBH₄ / ethanol

11: KH / benzene

12: collidine

13: aq. HF / acetonitrile

14: 95 percent / CrO₃, pyridine

15: TiCl₄

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen fluoride; dihydrogen peroxide; acetic anhydride; titanium tetrachloride; potassium hydride; di(n-butyl)tin oxide; 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:

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside (76375-66-1) → (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-5-methyl-oxazolidin-2-one (147425-41-0)

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: TiCl₄

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; sodium azide; hydrogen fluoride; dihydrogen peroxide; acetic anhydride; 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:

(1'S,2'S,4R,5R)-4-<2'-(Benzyloxy)-1',3'-dihydropropyl>-5-methyl-2-oxazolidinone (147425-38-5) → (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-5-methyl-oxazolidin-2-one (147425-41-0)

Guidance literature:

Multi-step reaction with 4 steps

1: collidine

2: aq. HF / acetonitrile

3: 95 percent / CrO₃, pyridine

4: TiCl₄

With pyridine; chromium(VI) oxide; 2,3,5-trimethyl-pyridine; hydrogen fluoride; titanium tetrachloride; In acetonitrile;

DOI:10.1016/0040-4039(93)85088-E

upstream raw materials:

<2-<(phenylthio)methyl>allyl>trimethylsilane

(1'S,2'R,4S,5R)-4-<2'-(Benzyloxy)-1'-<(tert-butyldimethylsilyl)oxy>-3'-oxopropyl>-3-(tert-butyldimethylsilyl)-5-methyl-2-oxazolidinone

benzyl bromide

methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

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 147425-41-0 (4S,5R)-4-[(1S,2S,3R)-2-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-phenylsulfanylmethyl-hex-5-enyl]-3-(tert-butyl-dimethyl-silanyl)-5-methyl-oxazolidin-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send