2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol

Base Information

• Chemical Name: 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol
• CAS No.: 440677-69-0
• Molecular Formula: C₄₄H₅₀O₆Si
• Molecular Weight: 702.963

Synonyms:2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol

Chemical Property of 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol

Chemical Property:

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Technology Process of 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol

There total 7 articles about 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol 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:

2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-aldehydo-D-glycero-L-manno-heptose (216485-34-6) → 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol (440677-69-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether; Ambient temperature;

DOI:10.1016/S0040-4039(98)01739-0

Reference yield:

3-Methyl-2-[(2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-2,3-dihydro-benzothiazole → 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol (440677-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. AgNO₃ / acetonitrile; CH₂Cl₂ / 0.25 h / 20 °C

2: NaBH₄ / diethyl ether; CH₂Cl₂ / 0.17 h / 0 - 20 °C

With sodium tetrahydroborate; silver nitrate; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jo011142u

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-D-glycero-L-manno-heptitol (440677-69-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Ambient temperature

3: NaBH₄ / methanol; diethyl ether / Ambient temperature

With pyridine; sodium tetrahydroborate; In methanol; diethyl ether;

DOI:10.1016/S0040-4039(98)01739-0

upstream raw materials:

2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-aldehydo-D-glycero-L-manno-heptose

tert-butylchlorodiphenylsilane

2-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-1,3-thiazole

Downstream raw materials:

2,6-anhydro-3,4,5-tri-O-benzyl-7-O-tert-butyldiphenylsilyl-1-deoxy-1-iodo-D-glycero-L-manno-heptitol

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