(R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide

Base Information

• Chemical Name: (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide
• CAS No.: 87357-69-5
• Molecular Formula: C₆₇H₁₀₂N₂O₁₃
• Molecular Weight: 1143.55
• Mol file: 87357-69-5.mol

Synonyms:(R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide

Chemical Property of (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide

There total 8 articles about (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-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-hydroxytetradecanoic acid (28715-21-1,3422-31-9) → (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide (87357-69-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 98 percent / Et₃N / ethyl acetate

2: Ag₂O / benzene / 48 h / Ambient temperature

3: Zn-powder / acetic acid / 3 h / 50 °C

4: dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃

5: conc. NH₄OH, EtOH / 36 h / 50 °C

6: TsOH / dimethylformamide

With ammonium hydroxide; ethanol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; silver(l) oxide; zinc; In tetrahydrofuran; chloroform; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)81830-4

Reference yield:

benzyl bromide (100-39-0) → (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide (87357-69-5)

Guidance literature:

Multi-step reaction with 5 steps

1: Ag₂O / benzene / 48 h / Ambient temperature

2: Zn-powder / acetic acid / 3 h / 50 °C

3: dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃

4: conc. NH₄OH, EtOH / 36 h / 50 °C

5: TsOH / dimethylformamide

With ammonium hydroxide; ethanol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; silver(l) oxide; zinc; In tetrahydrofuran; chloroform; acetic acid; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)81830-4

Reference yield:

(R)-3-benzyloxytetradecanoic acid (87357-67-3) → (R)-3-Benzyloxy-tetradecanoic acid {(4aR,6R,7R,8R,8aS)-6-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-amide (87357-69-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃

2: conc. NH₄OH, EtOH / 36 h / 50 °C

3: TsOH / dimethylformamide

With ammonium hydroxide; ethanol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)81830-4

upstream raw materials:

(R)-3-Benzyloxy-tetradecanoic acid {(2R,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-amide

2,2-dimethoxy-propane

(R)-3-hydroxytetradecanoic acid

benzyl bromide

Downstream raw materials:

C₁₀₉H₁₆₆N₂O₁₇

C₉₅H₁₅₄N₂O₁₅