(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

Base Information

Chemical Name:(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid
CAS No.:146579-61-5
Molecular Formula:C₄₅H₅₆O₉Si
Molecular Weight:769.02
Hs Code.:

Synonyms:(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

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Chemical Property of (5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

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Technology Process of (5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

There total 6 articles about (5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid 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: 99.0%

: 108-24-7
acetic anhydride

: 146579-60-4
(5-tert-Butyldiphenylsilyloxypentyl)-2,4-di-O-benzyl-β-D-mannopyranosid

: 146579-61-5
(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

Guidance literature:: With pyridine;
DOI:10.1016/0008-6215(92)85006-L

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 146579-61-5
(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / imidazole / dimethylformamide / -30 deg C -> r.t.

2: 90 percent / Silbersilicat, molecular sieves 4A / CH₂Cl₂ / 144 h / -55 deg C -> -25 deg C

3: 2.) Hg(II)O, Hg(II)Cl₂ / 2)2>PF₆ / 1.) THF, r.t., 10 min., 2.) H₂O, acetone, 5 min.

4: 99 percent / pyridine

With pyridine; 1H-imidazole; 4 A molecular sieve; Silbersilicat; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(92)85006-L

Reference yield:

: 89067-96-9
3,6-di-O-allyl-2,4-di-O-benzyl-α-D-mannopyranosyl bromide

: 146579-61-5
(5-tert-Butyldiphenylsilyloxypentyl)-3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-mannopyranosid

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Silbersilicat, molecular sieves 4A / CH₂Cl₂ / 144 h / -55 deg C -> -25 deg C

2: 2.) Hg(II)O, Hg(II)Cl₂ / 2)2>PF₆ / 1.) THF, r.t., 10 min., 2.) H₂O, acetone, 5 min.

3: 99 percent / pyridine

With pyridine; 4 A molecular sieve; Silbersilicat; mercury dichloride; mercury(II) oxide; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In dichloromethane;
DOI:10.1016/0008-6215(92)85006-L