[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

Base Information

Chemical Name:[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester
CAS No.:142325-63-1
Molecular Formula:C₂₅H₃₆O₈
Molecular Weight:464.556
Hs Code.:

[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

Synonyms:[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

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Chemical Property of [(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

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Technology Process of [(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

There total 9 articles about [(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid 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: 82.0%

: 1159006-47-9
(4S,5R,E)-methyl 5-((5aR,7S,8S,9aR)-2,2-dimethyl-8-(triethylsilyloxy)hexahydro-4H-pyrano[3,2-d][1,3]dioxepin-7-yl)-4-(4-methoxybenzyloxy)hex-2-enoate

: 142325-63-1
[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetic acid methyl ester; at 0 ℃; for 7h; Inert atmosphere;

Reference yield: 80.0%

: 142325-62-0
(4S,5R,E)-methyl 5-((5aR,7S,8S,9aR)-8-hydroxy-2,2-dimethylhexahydro-4H-pyrano[3,2-d][1,3]dioxepin-7-yl)-4-(4-methoxybenzyloxy)hex-2-enoate

: C₂₅H₃₆O₈

: 142325-63-1
[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetic acid methyl ester; at 0 ℃; for 13h;
DOI:10.1021/ol702559e

Reference yield:

: 142325-59-5
(S)-2-((2S,3S,5R,6R)-3,5-bis(tert-butyldimethylsilyloxy)-6-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydro-2H-pyran-2-yl)propanal

: 142325-63-1
[(2S,3R,4R,4aS,5aR,10aR,11aS)-3-(4-Methoxy-benzyloxy)-4,9,9-trimethyl-decahydro-1,5,8,10-tetraoxa-cyclohepta[b]naphthalen-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NiCl₂/CrCl₂ / tetrahydrofuran / Ambient temperature

3: BF₃*Et₂O / CH₂Cl₂ / 0 °C

4: HF*Py / acetonitrile / Ambient temperature

5: PPTS / CH₂Cl₂ / Ambient temperature

6: (n-Bu)4NF / tetrahydrofuran / Ambient temperature

With chromium dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; nickel dichloride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)91671-X