(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester
CAS No.:112475-23-7
Molecular Formula:C₅₇H₈₇NO₁₁
Molecular Weight:962.318
Hs Code.:

(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

Synonyms:(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

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Chemical Property of (R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

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Technology Process of (R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

There total 8 articles about (R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-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: 91.0%

: 112475-22-6
benzyl 2-<(3R)-3-(benzyloxymethoxy)tetradecanamido>-3-O-<(3R)-3-(benzyloxymethoxy)tetradecanoyl>-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 112475-23-7
(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With water; acetic acid; at 45 ℃; for 3h;
DOI:10.1016/0008-6215(87)80207-0

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 112475-23-7
(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: diisopropylethylamine / CH₂Cl₂ / Ambient temperature

2: zinc dust / acetic acid / 50 °C

3: 80.2 percent / DCC / CH₂Cl₂ / Ambient temperature

4: 98.6 percent / DCC, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

5: 91 percent / acetic acid, water / 3 h / 45 °C

With dmap; water; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; zinc; In dichloromethane; acetic acid;
DOI:10.1016/0008-6215(87)80207-0

Reference yield:

: 28715-21-1,3422-31-9
(R)-3-hydroxytetradecanoic acid

: 112475-23-7
(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-3-((R)-3-benzyloxymethoxy-tetradecanoylamino)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / ethyl acetate / 6 h / Ambient temperature

2: diisopropylethylamine / CH₂Cl₂ / Ambient temperature

3: zinc dust / acetic acid / 50 °C

4: 80.2 percent / DCC / CH₂Cl₂ / Ambient temperature

5: 98.6 percent / DCC, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

6: 91 percent / acetic acid, water / 3 h / 45 °C

With dmap; water; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; zinc; In dichloromethane; acetic acid; ethyl acetate;
DOI:10.1016/0008-6215(87)80207-0