carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

Base Information

Chemical Name:carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester
CAS No.:545374-85-4
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

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Chemical Property of carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

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Technology Process of carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

There total 5 articles about carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl 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%

: 79-22-1
methyl chloroformate

: 545375-00-6
(1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-ol

: 545374-85-4
carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 15h;
DOI:10.1021/ja029957n

Reference yield:

: 70887-29-5
4-methoxybenzyl iodide

: 545374-85-4
carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.25 h / -60 °C

1.2: dimethylformamide / 3 h / -50 °C

2.1: 95 percent / DMAP; pyridine / CH₂Cl₂ / 15 h / 0 °C

With pyridine; dmap; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200590078

Reference yield:

: 862207-41-8
(4aR,8aS)-cis-4a-methyl-5-oxo-4a,5,8,8a-tetrahydro-naphthalene-1-carbaldehyde

: 545374-85-4
carbonic acid (1S,4aS,8aR)-cis-5-(4-methoxy-benzyloxymethyl)-8a-methyl-1,4,4a,8a-tetrahydronaphthalen-1-yl ester methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: CeCl₃*7H₂O; NaBH₄ / methanol / 1.5 h / 0 °C

2.1: NaH / dimethylformamide / 0.25 h / -60 °C

2.2: dimethylformamide / 3 h / -50 °C

3.1: 95 percent / DMAP; pyridine / CH₂Cl₂ / 15 h / 0 °C

With pyridine; dmap; sodium tetrahydroborate; cerium(III) chloride; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200590078