3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

Base Information

Chemical Name:3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester
CAS No.:541501-06-8
Molecular Formula:C₄₇H₅₆O₆
Molecular Weight:716.958
Hs Code.:

3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

Synonyms:3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

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Chemical Property of 3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

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Technology Process of 3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

There total 6 articles about 3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl 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: 85.0%

: 158980-57-5
3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester

: 541501-05-7
[2R,4aS,6R,8aS]-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carbaldehyde

: 541501-06-8
3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol030039j

Reference yield:

: 541501-02-4
(4aS,6R,8aS)-6-Benzyloxy-2,5,5,8a-tetramethyl-octahydro-naphthalen-1-one

: 541501-06-8
3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / NH₂NH₂ / ethanol / Heating

2.1: I₂; DBU / diethyl ether

2.2: 86 percent / DBU / benzene

3.1: 83 percent / t-BuLi / tetrahydrofuran / -78 °C

4.1: 85 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; iodine; tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; In tetrahydrofuran; diethyl ether; ethanol;
DOI:10.1021/ol030039j

Reference yield:

: 541501-04-6
[3R,4aS,6R,8aS]-3-benzyloxy-8-iodo-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalene

: 541501-06-8
3,5-Bis-benzyloxy-4-[((4aR,6R,8aS)-6-benzyloxy-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-hydroxy-methyl]-benzoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / t-BuLi / tetrahydrofuran / -78 °C

2: 85 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; tert.-butyl lithium; In tetrahydrofuran;
DOI:10.1021/ol030039j