Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:637771-36-9
Molecular Formula:C₅₆H₆₈O₁₀
Molecular Weight:901.15
Hs Code.:

Synonyms:Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 9 articles about Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-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: 84.0%

: Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-15-hydroxy-pentadecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

: 637771-36-9
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 2h;
DOI:10.1055/s-2003-40337

Reference yield:

: 629-30-1
1,7-heptandiol

: 637771-36-9
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / imidazole / CH₂Cl₂ / 20 °C

2: 88 percent / Me₂C=CClNMe₂ / CH₂Cl₂ / 0 - 20 °C

3: 61 percent / Mg / tetrahydrofuran / 20 - 80 °C

4: 72 percent / NaH / dimethylformamide / 60 °C

5: 91 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

6: 92 percent / 4 Angstroem molecular sieves / [Rh(III)(MeCN)3(triphos)](TfO)3 / CH₂Cl₂ / 16 h / Heating

7: 90 percent / CAN / acetonitrile; H₂O / 1 h / 20 °C

8: 84 percent / CrO₃; H₂SO₄ / acetone / 2 h / 0 °C

With 1H-imidazole; chromium(VI) oxide; ammonium cerium(IV) nitrate; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; 4 A molecular sieve; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; magnesium; {Rh(CH₃CN)3(triphos)}(CF₃SO₃)3; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1055/s-2003-40337

Reference yield:

: 148926-02-7
2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 637771-36-9
Benzoic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(8-benzyloxy-14-carboxy-tetradecyloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / 4 Angstroem molecular sieves / [Rh(III)(MeCN)3(triphos)](TfO)3 / CH₂Cl₂ / 16 h / Heating

2: 90 percent / CAN / acetonitrile; H₂O / 1 h / 20 °C

3: 84 percent / CrO₃; H₂SO₄ / acetone / 2 h / 0 °C

With chromium(VI) oxide; ammonium cerium(IV) nitrate; 4 A molecular sieve; sulfuric acid; {Rh(CH₃CN)3(triphos)}(CF₃SO₃)3; In dichloromethane; water; acetone; acetonitrile;
DOI:10.1055/s-2003-40337