ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

Base Information

Chemical Name:ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate
CAS No.:139631-45-1
Molecular Formula:C₄₉H₈₈O₈Si₄
Molecular Weight:917.575
Hs Code.:

Synonyms:ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

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Chemical Property of ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

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Technology Process of ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

There total 6 articles about ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate 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: 82.0%

: 139631-44-0
ethyl 2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-octuronate

: 139631-45-1
ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

Guidance literature:: With pyridine; In tetrahydrofuran; toluene; at -78 - -10 ℃; for 5h;

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 139631-45-1
ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 2,6-dimethyllutidine / CH₂Cl₂ / 14 h / Ambient temperature

2: 82 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

3: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 15 min, 2.) dichloromethane, -78 deg C, 20 min

4: 82 percent / pyridine / toluene; tetrahydrofuran / 5 h / -78 - -10 °C

With pyridine; 2,6-dimethyllutidine; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene;

Reference yield:

: 130860-91-2
*,R^*)>-diethyl (2E,6E)-4,5-bis(phenylmethoxy)-2,6-octadienedioate

: 139631-45-1
ethyl 8,9-dideoxy-2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-non-8-enonate

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / N-methylmorpholine N-oxide, OsO₄ / acetone; H₂O / 18 h / Ambient temperature

2: 100 percent / 2,6-dimethyllutidine / CH₂Cl₂ / 14 h / Ambient temperature

3: 82 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

4: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 15 min, 2.) dichloromethane, -78 deg C, 20 min

5: 82 percent / pyridine / toluene; tetrahydrofuran / 5 h / -78 - -10 °C

With pyridine; 2,6-dimethyllutidine; osmium(VIII) oxide; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone; toluene;