Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester
CAS No.:109922-68-1
Molecular Formula:C₃₉H₄₄O₁₃
Molecular Weight:720.771
Hs Code.:

Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

Synonyms:Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

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Chemical Property of Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

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Technology Process of Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

There total 12 articles about Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-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: 95.0%

: 106711-60-8
Acetic acid (2R,3R,4S,5R,6S)-4-benzyloxy-5-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester

: 65-85-0,8013-63-6
benzoic acid

: 109922-68-1
Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 1h; Ambient temperature;

Reference yield: 95.0%

: 106711-60-8,134311-76-5
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-2-((2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-2-hydroxy-6-methyl-tetrahydro-pyran-3-yloxy)-4-benzyloxy-6-methyl-tetrahydro-pyran-3-yl ester

: 65-85-0,8013-63-6
benzoic acid

: 109922-68-1
Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 0.333333h; Ambient temperature;
DOI:10.1016/S0040-4039(00)85334-4

Reference yield:

: 18439-45-7,70632-45-0,87938-30-5,18439-44-6
3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-α-D-gluco-hexofuranose

: 109922-68-1
Benzoic acid (2S,3R,4S,5R,6R)-5-acetoxy-4-benzyloxy-3-((2S,3R,4S,5R,6R)-3,5-diacetoxy-4-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-6-methyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / 2 N H₂SO₄ / tetrahydrofuran / 48 h / 60 °C

2: 65 percent / camphorsulfonic acid (CSA) / tetrahydrofuran / 1.) rt, 20 h, 2.) 60 deg C, 6 h

3: 99 percent / DMAP, pyridine / CH₂Cl₂ / 0.33 h

4: camphorsulfonic acid (CSA) / benzene / 27 h / Heating

5: 75 percent / Hg(CN)2, 4A molecular sieves / benzene / 1 h / Ambient temperature

6: 84 percent / H₂O, NaOAc, AcOH, PdCl₂ / 18 h / Ambient temperature

7: 95 percent / Ph₃P (TPP), diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 1 h / Ambient temperature

With pyridine; dmap; 4 A molecular sieve; sulfuric acid; camphor-10-sulfonic acid; water; sodium acetate; mercury(II) cyanide; acetic acid; triphenylphosphine; palladium dichloride; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; benzene;