4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

Base Information

Chemical Name:4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester
CAS No.:96944-52-4
Molecular Formula:C₂₇H₃₂O₈
Molecular Weight:484.546
Hs Code.:

Synonyms:4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

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Chemical Property of 4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

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Technology Process of 4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

There total 11 articles about 4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-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: 29.0%

: 1117-96-0
Diazoethan

: 96961-03-4
4-Benzyloxy-benzoic acid (2aR,3R,4R,4aS,6S,7aR,7bR)-6-ethoxy-2a,3-dihydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

: 96944-51-3
4-Benzyloxy-benzoic acid (2aR,3R,4R,4aS,7aR,7bR)-3,6-diethoxy-2a-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

: 96944-52-4
4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; at -30 - 0 ℃; for 2h;
DOI:10.1016/S0040-4039(01)80819-4

Reference yield:

: 1486-50-6
4-(benzyloxy)benzoic acid chloride

: 96944-52-4
4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Et₃N / CH₂Cl₂ / 216 h / Ambient temperature

2: 29 percent / BF₃*Et₂O / CH₂Cl₂; diethyl ether / 2 h / -30 - 0 °C

With boron trifluoride diethyl etherate; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(01)80819-4

Reference yield:

: 64268-17-3,96998-21-9
(+/-)-2exo-acetoxy-norborn-5-ene-2endo,3endo-dicarboxylic acid-anhydride

: 96944-52-4
4-Benzyloxy-benzoic acid (2aS,3S,4S,4aR,6R,7aS,7bS)-2a,6-diethoxy-3-hydroxy-octahydro-1,7-dioxa-cyclopenta[cd]inden-4-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 72 percent / LiAlH₄ / tetrahydrofuran / 16 h / Ambient temperature

2: 81 percent / PTSA, CuSO₄ anh., / CH₂Cl₂ / 16 h / Ambient temperature

3: 85 percent / mCPBA / CH₂Cl₂ / 16 h / Ambient temperature

4: 71 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 1.5 h / -60 - 25 °C

5: 87 percent / Al-Hg / ethanol; tetrahydrofuran / 4 h / Ambient temperature

6: 67 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -60 °C

8: 78 percent / OsO₄, NMMO, H₂O / acetone / 16 h / Ambient temperature

9: 82 percent / Et₃N / CH₂Cl₂ / 216 h / Ambient temperature

10: 29 percent / BF₃*Et₂O / CH₂Cl₂; diethyl ether / 2 h / -30 - 0 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; oxalyl dichloride; aluminium amalgam; boron trifluoride diethyl etherate; water; toluene-4-sulfonic acid; copper(II) sulfate; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4039(01)80819-4