(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

Base Information

Chemical Name:(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol
CAS No.:139631-31-5
Molecular Formula:C₂₆H₃₄O₈
Molecular Weight:474.551
Hs Code.:

Synonyms:(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

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Technology Process of (2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

There total 7 articles about (2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol 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:

: (2E,10E)-(4R,5R,6R,7R,8R,9R)-6,7-Bis-benzyloxy-4,5,8,9-tetrakis-(tert-butyl-dimethyl-silanyloxy)-dodeca-2,10-diene-1,12-diol

: 139631-31-5
(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Yield given; a) 0 deg C, 3 h, b) RT, 7 h;

Reference yield:

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

: 139631-31-5
(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

Guidance literature:: Multi-step reaction with 7 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: 10 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

4: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 10 min, 2.) dichloromethane, 30 min

5: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, RT, 3 h

6: LAH / tetrahydrofuran / 3 h / Ambient temperature

7: tetrabutylammonium fluoride / tetrahydrofuran / a) 0 deg C, 3 h, b) RT, 7 h

With 2,6-dimethyllutidine; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; acetone;

Reference yield:

: 130860-92-3
diethyl 2,3,6,7-tetrakis-O-<(1,1-dimethylethyl)dimethylsilyl>-4,5-bis-O-(phenylmethyl)-D-threo-L-galacto-octarate

: 139631-31-5
(2E,10E)-2,3,10,11-tetradeoxy-6,7-bis-O-(phenylmethyl)-D-threo-L-galacto-dodeca-2,10-dienitol

Guidance literature:: Multi-step reaction with 5 steps

1: 10 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

2: 1.) oxalyl chloride, DMSO / 1.) dichloromethane, -78 deg C, 10 min, 2.) dichloromethane, 30 min

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 5 min, 2.) THF, hexane, RT, 3 h

4: LAH / tetrahydrofuran / 3 h / Ambient temperature

5: tetrabutylammonium fluoride / tetrahydrofuran / a) 0 deg C, 3 h, b) RT, 7 h

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;