Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

Base Information

Chemical Name:Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester
CAS No.:120927-70-0
Molecular Formula:C₄₀H₄₂O₉
Molecular Weight:666.768
Hs Code.:

Synonyms:Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

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Chemical Property of Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

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Technology Process of Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

There total 1 articles about Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-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:

: 120927-67-5,120964-40-1,120964-41-2,120964-42-3
[(1S,3S,4S,6S,7S,8R)-7,8-Bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-5-yl]-acetic acid ethyl ester

: 120927-70-0
Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / n-Bu₄NF / tetrahydrofuran / 4 h / Ambient temperature

2: 97 percent / pyridine / 1) 0 deg C, 1 h, 2) rt, 2 h

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1021/jo00028a033

Reference yield: 62.0%

: 109-80-8
1.3-propanedithiol

: 120927-70-0
Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

: 120927-71-1
Benzoic acid (1S,2R,3R,4R,5S,6R)-3,4-bis-benzyloxy-5-[1,3]dithian-2-yl-6-ethoxycarbonylmethyl-2-hydroxy-cyclohexyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; 1) -15 deg C, 2) 0 deg C, 30 min;
DOI:10.1021/jo00028a033

Reference yield:

: 120927-70-0
Benzoic acid (1R,3S,4S,5R,6S,7S,8R)-7,8-bis-benzyloxy-5-ethoxycarbonylmethyl-3-(4-methoxy-benzyloxy)-2-oxa-bicyclo[2.2.2]oct-6-yl ester

: 120927-72-2
Ethyl 6-(Benzoyloxy)-3,4-bis(benzyloxy)-5-hydroxy-2-<2-(1,3-dithianyl)>cyclohex-1-ylacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / BF₃*Et₂O / CH₂Cl₂ / 1) -15 deg C, 2) 0 deg C, 30 min

2: DMAP / ethyl acetate

With dmap; boron trifluoride diethyl etherate; In dichloromethane; ethyl acetate;
DOI:10.1021/jo00028a033