methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside
CAS No.:381727-35-1
Molecular Formula:C₂₀H₃₁IO₅Si
Molecular Weight:506.453
Hs Code.:

Synonyms:methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

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Chemical Property of methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

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Technology Process of methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

There total 2 articles about methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside 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: 95.4%

: 67-56-1
methanol

: 381727-32-8
acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

: 381727-35-1
methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Guidance literature:: With polystyrene-bound silyl triflate; In diethyl ether; at 20 ℃; for 18h;
DOI:10.1021/ol016545v

Reference yield:

: 120316-46-3
Benzoic acid (2R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl ester

: 381727-35-1
methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 62.4 percent / CH₂Cl₂ / 52 h / 20 °C

2: 95.4 percent / polystyrene-bound silyl triflate / diethyl ether / 18 h / 20 °C

With polystyrene-bound silyl triflate; In diethyl ether; dichloromethane;
DOI:10.1021/ol016545v

Reference yield:

: 381727-35-1
methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

: 381727-56-6
C₃₃H₄₆O₉Si

Guidance literature:: Multi-step reaction with 4 steps

1: 95.6 percent / Bu₃SnH; AIBN / toluene / 1 h / Heating

2: 75.5 percent / HF*pyridine / CH₂Cl₂ / 0.03 h / 20 °C

3: 85.6 percent / polystyrene-bound silyl triflate / diethyl ether / 6.5 h / 20 °C

4: 78.6 percent / Bu₃SnH; AIBN / toluene / 5 h / Heating

With 2,2'-azobis(isobutyronitrile); polystyrene-bound silyl triflate; tri-n-butyl-tin hydride; pyridine hydrogenfluoride; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol016545v