allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

Base Information

Chemical Name:allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside
CAS No.:136737-92-3
Molecular Formula:C₃₈H₄₁IO₆
Molecular Weight:720.644
Hs Code.:

Synonyms:allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

Chemical Property:

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Technology Process of allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

There total 1 articles about allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside 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:

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 107-18-6
allyl alcohol

: 136737-92-3
allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

Guidance literature:: With N-iodo-succinimide; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 deg C, 1 h, 2) -78 deg C, 20 min;
DOI:10.1016/0008-6215(92)84174-Q

Reference yield: 77.0%

: 136737-92-3
allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

: 136737-93-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylspiro-2'-<(4'S)-4'-methyltetrahydrofuran>

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 85 ℃; for 1h;
DOI:10.1016/0008-6215(92)84174-Q

Reference yield:

: 136737-92-3
allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

: 136737-95-6
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonose

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / Bu₃SnH, AIBN / benzene / 1 h / 85 °C

2: 60 percent / Et₃SiH, BF₃*Et₂O, TFA / 0.5 h / Ambient temperature

3: 90 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

With triethylsilane; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; dimethyl sulfoxide; trifluoroacetic acid; In dichloromethane; benzene;
DOI:10.1016/0008-6215(92)84174-Q