5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

Base Information

Chemical Name:5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose
CAS No.:76182-95-1
Molecular Formula:C₃₄H₄₄O₅Si
Molecular Weight:560.806
Hs Code.:

Synonyms:5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

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Chemical Property of 5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

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Technology Process of 5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

There total 4 articles about 5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose 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: 85.0%

: 76182-94-0,78086-22-3
5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-L-arabino-hexitol

: 76182-95-1
5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

Guidance literature:: With Celite; sodium acetate; pyridinium chlorochromate; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1139/v81-044

Reference yield:

: 76182-93-9,78086-21-2
5-O-tert-butyldimethylsilyl-1,2-dideoxy-3,4-O-isopropylidene-1-nitro-6-O-triphenylmethyl-L-arabino-hexitol

: 76182-95-1
5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 0.59 N EtONa, ozone; 2.) sodium borohydride / 1.) ethanol, -70 deg C, 17 min; 2.) from -70 deg C to r.t., ethanol

2: 85 percent / pyridinium chlorochromate, Celite, sodium acetate / CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; Celite; sodium ethanolate; sodium acetate; ozone; pyridinium chlorochromate; In dichloromethane;
DOI:10.1139/v81-044

Reference yield:

: 76182-92-8
4-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-5-O-triphenylmethyl-L-arabinose diethyl dithioacetal

: 76182-95-1
5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

Guidance literature:: Multi-step reaction with 4 steps

1: HgO, HgCl₂ / H₂O; acetone

3: 1.) 0.59 N EtONa, ozone; 2.) sodium borohydride / 1.) ethanol, -70 deg C, 17 min; 2.) from -70 deg C to r.t., ethanol

4: 85 percent / pyridinium chlorochromate, Celite, sodium acetate / CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; Celite; sodium ethanolate; sodium acetate; ozone; pyridinium chlorochromate; mercury dichloride; mercury(II) oxide; In dichloromethane; water; acetone;
DOI:10.1139/v81-044