1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

Base Information

Chemical Name:1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol
CAS No.:830328-89-7
Molecular Formula:C₄₈H₆₆O₈Si₂
Molecular Weight:827.218
Hs Code.:

Synonyms:1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

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Chemical Property of 1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

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Technology Process of 1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

There total 5 articles about 1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol 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: 94.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 693784-98-4
1,4-di(2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

: 830328-89-7
1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;
DOI:10.1039/b412436g

Reference yield:

: 34819-86-8
3,4-di-O-acetyl-6-deoxy-L-glucal

: 830328-89-7
1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / polymer-bound PPh₃*HBr / CH₂Cl₂ / 24 h / 20 °C

2: 80 percent / Ru=CHPh(PCy₃)2Cl₂ / benzene / 18 h / 40 °C

3: 3.1 g / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C / 750.06 Torr

4: amberlite A-26 (OH(-) form) / methanol / 24 h / 20 °C

5: 94 percent / imidazole; DMAP / dimethylformamide / 16 h / 0 - 20 °C

With 1H-imidazole; dmap; amberlite A-26 (OH(-) form); polymer-bound PPh₃*HBr; hydrogen; Grubbs catalyst first generation; platinum(IV) oxide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1039/b412436g

Reference yield:

: 693784-90-6
allyl 3,4-di-O-acetyl-2,6-dideoxy-α-L-arabino-hexopyranoside

: 830328-89-7
1,4-di-(3'-O-tert-butyldiphenylsilyl-2',6'-dideoxy-α-L-arabino-pyranosyl)-1,4-butanediol

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / Ru=CHPh(PCy₃)2Cl₂ / benzene / 18 h / 40 °C

2: 3.1 g / H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C / 750.06 Torr

3: amberlite A-26 (OH(-) form) / methanol / 24 h / 20 °C

4: 94 percent / imidazole; DMAP / dimethylformamide / 16 h / 0 - 20 °C

With 1H-imidazole; dmap; amberlite A-26 (OH(-) form); hydrogen; Grubbs catalyst first generation; platinum(IV) oxide; In methanol; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1039/b412436g