(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

Base Information

Chemical Name:(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide
CAS No.:366805-10-9
Molecular Formula:C₅₃H₈₅NO₉
Molecular Weight:880.259
Hs Code.:

(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

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Chemical Property of (R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

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Technology Process of (R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

There total 5 articles about (R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide 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:

: (R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-6-(2,3-dihydroxy-propoxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

: 366805-10-9
(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

Guidance literature:: With lead(IV) acetate; In benzene; at 20 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00357-9

Reference yield:

: 139629-59-7
1-O-allyl-2-deoxy-4,6-isopropylidene-2-(trifluoroacetamido)-α-D-glucopyranoside

: 366805-10-9
(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / NaH / dimethylformamide / 6 h / 20 °C

2.1: NaOH / ethanol; H₂O / 5 h / 60 °C

2.2: 89 percent / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

3.1: OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

4.1: Pb(OAc)4 / benzene / 1 h / 20 °C

With lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0008-6215(02)00357-9

Reference yield:

: 137119-93-8
(R)-3-benzyloxy-1-(methanesulfonyloxy)tetradecane

: 366805-10-9
(R)-3-Benzyloxy-tetradecanoic acid [(4aR,6S,7R,8R,8aS)-8-((R)-3-benzyloxy-tetradecyloxy)-2,2-dimethyl-6-(2-oxo-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / NaH / dimethylformamide / 6 h / 20 °C

2.1: NaOH / ethanol; H₂O / 5 h / 60 °C

2.2: 89 percent / DCC; DMAP / CH₂Cl₂ / 18 h / 20 °C

3.1: OsO₄; 4-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

4.1: Pb(OAc)4 / benzene / 1 h / 20 °C

With lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0008-6215(02)00357-9