3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

Base Information

Chemical Name:3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone
CAS No.:273720-65-3
Molecular Formula:C₂₈H₂₉NO₄
Molecular Weight:443.543
Hs Code.:

Synonyms:3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

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Chemical Property of 3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

Chemical Property:

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Technology Process of 3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

There total 9 articles about 3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone 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:

: 201230-82-2
carbon monoxide

: 129170-93-0
(2S,3S,4R)-N-Benzyl-2,3-di-O-benzyl-2,3,4-trihydroxyhex-5-enylamine

: 273720-66-4
3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-ido-1,4-heptonolactone

: 273720-65-3
3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

Guidance literature:: With sodium acetate; p-benzoquinone; lithium chloride; palladium dichloride; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1016/S0957-4166(00)00226-3

Reference yield:

: 129077-21-0
methyl 2,3-di-O-benzyl-6-bromo-6-deoxy-α-D-glucopyranoside

: 273720-65-3
3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / Zn; NaBH₃CN / propan-1-ol; H₂O / 2 h / Heating

2: p-benzoquinone; LiCl; AcONa / PdCl₂ / tetrahydrofuran / 17 h / 20 °C

With sodium acetate; sodium cyanoborohydride; p-benzoquinone; lithium chloride; zinc; palladium dichloride; In tetrahydrofuran; propan-1-ol; water; 1: Elimination / 2: Cyclization;
DOI:10.1016/S0957-4166(00)00226-3

Reference yield:

: 100-39-0
benzyl bromide

: 273720-65-3
3,7-anhydro-2,7-dideoxy-N-benzyl-5,6-di-O-benzyl-3,7-imino-L-gulo-1,4-heptonolactone

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / NaH / dimethylformamide

2: 97 percent / H₂SO₄ / methanol

3: 79 percent / Ph₃P; CBr₄; pyridine

4: 64 percent / Zn; NaBH₃CN; H₂O / propan-1-ol

5: CuCl₂; AcOH; AcONa / PdCl₂ / 50 °C

With pyridine; carbon tetrabromide; sulfuric acid; water; sodium acetate; sodium hydride; sodium cyanoborohydride; acetic acid; triphenylphosphine; copper dichloride; zinc; palladium dichloride; In methanol; propan-1-ol; N,N-dimethyl-formamide; 1: Etherification / 2: Hydrolysis / 3: Substitution / 4: Substitution / 5: Cycloaddition;
DOI:10.1039/a908449e