(2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one

Base Information

• Chemical Name: (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one
• CAS No.: 107692-10-4
• Molecular Formula: C₄₁H₅₉NO₆Si
• Molecular Weight: 690.008
• Mol file: 107692-10-4.mol

Synonyms:

Chemical Property of (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one

There total 15 articles about (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)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: 80.0%

(2R,3S,6S,8S,10R)-(E)-10-diphenyl-t-butylsiloxy-2,3-dimethyl-8-(4'-iodo-3'-methylbut-2'enyl)-1,7-dioxaspiro<5.5>undecane (107692-09-1) + Lithium; (Z)-1-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-propen-1-olate (107794-77-4) → (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one (107692-10-4,107794-78-5)

Guidance literature:

In tetrahydrofuran; at -20 ℃;

Reference yield:

(2R,3S,6S,8S,10S)-(+)-2,3-dimethyl-10-hydroxy-8-(p-tolylsulphonyloxy)methyl-1,7-dioxaspiro<5.5>undecane (107692-11-5) → (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one (107692-10-4,107794-78-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / imidazole / dimethylformamide / Ambient temperature

2: 80 percent / dimethylformamide / 12 h / 70 °C

3: di-isobutylaluminium hydride / CH₂Cl₂ / 5 h / Ambient temperature; 1.) -78 deg C --> room temp., 1 h

4: CH₂Cl₂ / 0 deg C, then room temp. overnight

5: 60 percent / di-isobutylaluminium hydride / tetrahydrofuran; diethyl ether / 1 h / -78 °C / -78 deg C --> room temp., overnight

6: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 0 °C

7: sodium iodide / tetrahydrofuran / 12 h

8: 80 percent / tetrahydrofuran / -20 °C

With 1H-imidazole; dmap; diisobutylaluminum hydride; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

[(2S,4S,6R,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-acetaldehyde (104705-91-1,107794-79-6) → (2R,2'R,3'S,6'S,8'R,10'R)-2,4-dimethyl-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8-yl)-hex-4-enoyl 4S-(propan-2-yl)oxazolidin-2-one (107692-10-4,107794-78-5)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 0 deg C, then room temp. overnight

2: 60 percent / di-isobutylaluminium hydride / tetrahydrofuran; diethyl ether / 1 h / -78 °C / -78 deg C --> room temp., overnight

3: triethylamine, dimethylaminopyridine / CH₂Cl₂ / 0 °C

4: sodium iodide / tetrahydrofuran / 12 h

5: 80 percent / tetrahydrofuran / -20 °C

With dmap; diisobutylaluminum hydride; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane;

upstream raw materials:

(2R,3S,6S,8S,10R)-(E)-10-diphenyl-t-butylsiloxy-2,3-dimethyl-8-(4'-iodo-3'-methylbut-2'enyl)-1,7-dioxaspiro<5.5>undecane

Lithium; (Z)-1-((S)-4-isopropyl-2-oxo-oxazolidin-3-yl)-propen-1-olate

N-isopropyl oxazolidinone

(2R,3S,6S,8S,10S)-(+)-2,3-dimethyl-10-hydroxy-8-(p-tolylsulphonyloxy)methyl-1,7-dioxaspiro<5.5>undecane

Downstream raw materials:

(2R,3S,6S,10R)-(E)-(+)-10-diphenyl-t-butylsiloxy-8<(5'R)-3',5'-dimethyl-6'thiophenylhex-2'-enyl>-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan

(2R,3S,6S,10R)-(E)-(+)-10-diphenyl-t-butylsiloxy-8<(5'R)-3',5'-dimethyl-6'-phenylsulphonylhex-2'-enyl>-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan

(2R,2'R,3'S,6'S,8'R,10'R)-(+)-6-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-2,4-dimethylhex-4-enyl toluene-p-sulphonate

methyl 2-<(6'R)-(10-diphenyl-t-butylsiloxy-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan-8-yl)-6',8'-dimethyldecan-2',4',8'-trien-2'-yl>-4-methoxy-5-methylbenzoate