Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

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Chemical Name:Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester
CAS No.:216310-14-4
Molecular Formula:C₂₃H₂₄O₅S
Molecular Weight:412.507
Hs Code.:

Synonyms:Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

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Chemical Property of Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

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Technology Process of Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

There total 9 articles about Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-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: 97.0%

: 124-63-0
methanesulfonyl chloride

: 216310-12-2
(5-Benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-yl)-methanol

: 216310-14-4
Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

Guidance literature:: With triethylamine; In dichloromethane; 1) 0 deg C, 20 min; 2) 25 deg C, 1 h;
DOI:10.1021/jo981698q

Reference yield:

: 33295-46-4
ethyl 4-acetoxynaphthalene-2-carboxylate

: 216310-14-4
Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / K₂CO₃ / ethanol

2: 1.) NBS, 2.) K₂CO₃ / 1) DMF; 2) DMF

3: 94 percent / LiAlH₄

4: 76 percent / PCC

5: 94 percent

6: 100 percent / NaH

7: 96 percent / Et₃N, Ag₂CO₃, 1,3-bis(diphenylphosphino)propane, Pd(OAc)2 / acetonitrile / 1) 25 deg C, 10 min; 2) 80 deg C, 2 h

8: 1.) BH₃*SMe₂, 2.) aq. H₂O₂, aq. NaOH / 1) THF, 0 deg C, 5 min, 25 deg C, 3 h; 2) 25 deg C, 1 h, 45 deg C, 2 h

9: 97 percent / Et₃₃N / CH₂Cl₂ / 1) 0 deg C, 20 min; 2) 25 deg C, 1 h

With palladium diacetate; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; dimethylsulfide borane complex; 1,3-bis-(diphenylphosphino)propane; dihydrogen peroxide; sodium hydride; potassium carbonate; triethylamine; silver carbonate; pyridinium chlorochromate; In ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jo981698q

Reference yield:

: 91307-39-0
ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate

: 216310-14-4
Methanesulfonic acid 5-benzyloxy-3-methoxy-2,3-dihydro-1H-cyclopenta[a]naphthalen-1-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NBS, 2.) K₂CO₃ / 1) DMF; 2) DMF

2: 94 percent / LiAlH₄

3: 76 percent / PCC

4: 94 percent

5: 100 percent / NaH

6: 96 percent / Et₃N, Ag₂CO₃, 1,3-bis(diphenylphosphino)propane, Pd(OAc)2 / acetonitrile / 1) 25 deg C, 10 min; 2) 80 deg C, 2 h

7: 1.) BH₃*SMe₂, 2.) aq. H₂O₂, aq. NaOH / 1) THF, 0 deg C, 5 min, 25 deg C, 3 h; 2) 25 deg C, 1 h, 45 deg C, 2 h

8: 97 percent / Et₃₃N / CH₂Cl₂ / 1) 0 deg C, 20 min; 2) 25 deg C, 1 h

With palladium diacetate; sodium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; dimethylsulfide borane complex; 1,3-bis-(diphenylphosphino)propane; dihydrogen peroxide; sodium hydride; potassium carbonate; triethylamine; silver carbonate; pyridinium chlorochromate; In dichloromethane; acetonitrile;
DOI:10.1021/jo981698q