Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester
CAS No.:143537-20-6
Molecular Formula:C₂₁H₂₆O₉
Molecular Weight:422.432
Hs Code.:

Synonyms:Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

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Chemical Property of Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

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Technology Process of Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

There total 9 articles about Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl 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:

: 143537-19-3
Benzoic acid (3aR,4aR,5S,7S,7aR,7bR)-5,7-bis-acetoxymethyl-2,2-dimethyl-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxol-4a-ylmethyl ester

: 143537-20-6
Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

Guidance literature:: With acetic acid; at 40 ℃; for 72h;
DOI:10.1016/0040-4039(92)88092-J

Reference yield:

: 542-92-7,25568-84-7,7313-32-8
cyclopenta-1,3-diene

: 143537-20-6
Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / CH₂Cl₂ / 16 h / Ambient temperature

2: 63 percent / LiAlH₄ / tetrahydrofuran / 0 deg C to r.t.

3: 73 percent / pyridine

4: 1) NaIO₄, OsO₄, 2) NaClO₃ / 1) EtOH, water, 2) 70percent EtOH, 45-50 deg C

5: 98 percent / NaIO₄ / aq. ethanol / Ambient temperature

6: 81 percent / NaBH₄ / methanol

7: 88 percent / pyridine

8: 80percent AcOH / 72 h / 40 °C

With pyridine; sodium chlorate; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/0040-4039(92)88092-J

Reference yield:

: 143537-14-8
C₁₃H₁₈O₄

: 143537-20-6
Benzoic acid (3R,3aR,4S,6S,6aR)-4,6-bis-acetoxymethyl-2,3-dihydroxy-hexahydro-cyclopenta[b]furan-6a-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / pyridine

2: 1) NaIO₄, OsO₄, 2) NaClO₃ / 1) EtOH, water, 2) 70percent EtOH, 45-50 deg C

3: 98 percent / NaIO₄ / aq. ethanol / Ambient temperature

4: 81 percent / NaBH₄ / methanol

5: 88 percent / pyridine

6: 80percent AcOH / 72 h / 40 °C

With pyridine; sodium chlorate; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; acetic acid; In methanol; ethanol;
DOI:10.1016/0040-4039(92)88092-J