methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside
CAS No.:155020-84-1
Molecular Formula:C₃₅H₄₈O₇Si
Molecular Weight:608.847
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

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Technology Process of methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

There total 5 articles about methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside 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: 90.0%

: 122588-51-6
methyl-2,3,4-tetra-O-benzyl-L-glycero-α-D-manno-heptopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 155020-84-1
methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 4h; Ambient temperature;
DOI:10.1139/v94-036

Reference yield:

: 40653-15-4
methyl 2,3,4-tri-O-benzyl-α-D-manno-hexodialdo-1,5-pyranoside

: 155020-84-1
methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / CH₂Cl₂ / 1.) 0 deg C, overnight, 2.) RT, 3 h

2: 1.) CH₃I, 2.) NaBH₄, 3.) H₂O, HgCl₂, 4.) NaBH₄

3: 90 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; water; mercury dichloride; methyl iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1139/v94-036

Reference yield:

: 127588-70-9
(R)-2-(Isopropoxy-dimethyl-silanyl)-1-((2R,3S,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-yl)-ethanol

: 155020-84-1
methyl 2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3.7 g / 30percent H₂O₂, NaHCO₃ / methanol; tetrahydrofuran / 15 h / Heating

2: pyridine / 0 deg C to r. t., overnight

With pyridine; dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; methanol;
DOI:10.1016/0008-6215(90)80133-N