N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

Base Information

Chemical Name:N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide
CAS No.:162600-44-4
Molecular Formula:C₂₅H₃₇NO₅
Molecular Weight:431.572
Hs Code.:

Synonyms:N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

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Chemical Property of N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

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Technology Process of N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

There total 3 articles about N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide 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: 72.5%

: 172339-02-5
(S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-((Z)-tridec-2-enyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

: 162600-44-4
N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: With toluene-4-sulfonic acid; In ethanol; water; for 2h; Heating;
DOI:10.1248/cpb.43.1647

Reference yield:

: 60669-22-9
n-undecyltriphenylphosphonium bromide

: 162600-44-4
N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) n-hexane, THF, RT, 10 min, 2.) n-hexane, THF, a) -78 deg C, 10 min, b) RT, 10 min

2: 72.5 percent / p-TsOH*H₂O / ethanol; H₂O / 2 h / Heating

With n-butyllithium; toluene-4-sulfonic acid; In ethanol; water;
DOI:10.1248/cpb.43.1647

Reference yield:

: (S)-2-Benzoylamino-2-[(4R,5R)-2,2-dimethyl-5-(2-oxo-ethyl)-[1,3]dioxolan-4-yl]-3-methoxymethoxy-propionic acid methyl ester

: 162600-44-4
N-[(3S,4R,5R)-4-Hydroxy-3-hydroxymethyl-2-oxo-5-((Z)-tridec-2-enyl)-tetrahydro-furan-3-yl]-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) n-hexane, THF, RT, 10 min, 2.) n-hexane, THF, a) -78 deg C, 10 min, b) RT, 10 min

2: 72.5 percent / p-TsOH*H₂O / ethanol; H₂O / 2 h / Heating

With n-butyllithium; toluene-4-sulfonic acid; In ethanol; water;
DOI:10.1248/cpb.43.1647