methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

Base Information

Chemical Name:methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside
CAS No.:100108-55-2
Molecular Formula:C₂₄H₃₀O₄
Molecular Weight:382.5
Hs Code.:

Synonyms:methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

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Chemical Property of methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

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Technology Process of methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

There total 7 articles about methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside 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: 92.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: methyl-2-desoxy-2,4-di-C-methyl-3,5-di-O-benzyl-6-aldo-β-L-idofuranoside

: 100108-55-2
methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

Guidance literature:: With n-butyllithium; In hexane; benzene; 1.) 15 min, 2.) reflux, 10 min;
DOI:10.1007/BF01142801

Reference yield:

: 100-39-0
benzyl bromide

: 100108-55-2
methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaH / dimethylformamide / 3 h

2: 47 percent / HCl / 10 h / 20 °C

3: 50 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.42 h / -60 °C

4: 92 percent / N-BuLi / hexane; benzene / 1.) 15 min, 2.) reflux, 10 min

With hydrogenchloride; n-butyllithium; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; In hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1007/BF01142801

Reference yield:

: 81076-80-4
1,6-anhydro-2-desoxy-2,4-di-C-methyl-3-O-benzyl-4-O-mesyl-β-D-galactopyranose

: 100108-55-2
methyl-2,6,7-tridesoxy-2,4-di-C-methyl-3,5-di-O-benzyl-β-L-idohept-6-enofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 58.5 percent / 4A molecular sieves / nitromethane / 20 h / Heating

2: 98 percent / LiAlH₄ / diethyl ether / 30 h / Heating

3: 100 percent / NaH / dimethylformamide / 3 h

4: 47 percent / HCl / 10 h / 20 °C

5: 50 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.42 h / -60 °C

6: 92 percent / N-BuLi / hexane; benzene / 1.) 15 min, 2.) reflux, 10 min

With hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; sodium hydride; dimethyl sulfoxide; In diethyl ether; nitromethane; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1007/BF01142801