(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:179530-55-3
Molecular Formula:C₅₂H₈₀N₂O₈
Molecular Weight:861.216
Hs Code.:

(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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

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

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

: 94715-57-8
O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl) trichloroacetimidate

: 179530-55-3
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / Ambient temperature

2: KOH / ethanol / 0.5 h / 24 °C

3: p-TsOH*H₂O / dimethylformamide / 16 h / 25 °C

4: 1.) Ph₃P, 2.) H₂O, 3.) DCC, DMAP, 4.) Et₃N

With dmap; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10063-1

Reference yield:

: 94715-56-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

: 179530-55-3
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TMSOTf / CH₂Cl₂ / Ambient temperature

2: KOH / ethanol / 0.5 h / 24 °C

3: p-TsOH*H₂O / dimethylformamide / 16 h / 25 °C

4: 1.) Ph₃P, 2.) H₂O, 3.) DCC, DMAP, 4.) Et₃N

With dmap; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; water; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10063-1

Reference yield:

: 87357-67-3
(R)-3-benzyloxytetradecanoic acid

: 179530-55-3
(R)-3-Benzyloxy-tetradecanoic acid (4aR,6S,7S,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-cyano-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2, Et₃N / CH₂Cl₂

2: 1.) Ph₃P, 2.) H₂O, 3.) DCC, DMAP, 4.) Et₃N

With dmap; oxalyl dichloride; water; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In dichloromethane;
DOI:10.1016/S0040-4020(97)10063-1