[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

Base Information

Chemical Name:[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol
CAS No.:887142-44-1
Molecular Formula:C₄₆H₆₇NO₄Si
Molecular Weight:726.128
Hs Code.:

[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

Synonyms:[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

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Chemical Property of [(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

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Technology Process of [(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

There total 1 articles about [(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol 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: 98.0%

: 887142-53-2
2-((S)-7-Amino-1,1,3,3-tetramethyl-1,3,9,9a-tetrahydro-2-oxa-fluoren-6-yl)-1-((1S,2R,4aR,5R,6S,8aS)-5-benzyloxymethyl-2-hydroxymethyl-1,5,8a-trimethyl-6-triethylsilanyloxy-decahydro-naphthalen-1-yl)-ethanone

: 887142-44-1
[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

Guidance literature:: With 2,2,2-trifluoroethanol; for 6h; Heating;
DOI:10.1021/ol0602912

Reference yield: 93.0%

: 887142-44-1
[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

: 124-63-0
methanesulfonyl chloride

: Methanesulfonic acid (1S,2R,4aR,5R,6S,8aS)-5-benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-ylmethyl ester

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 0.416667h;
DOI:10.1021/ol0602912

Reference yield:

: 887142-44-1
[(1S,2R,4aR,5R,6S,8aS)-5-Benzyloxymethyl-1,5,8a-trimethyl-1-((S)-6,6,8,8-tetramethyl-6,8,8a,9-tetrahydro-1H-7-oxa-1-aza-cyclopenta[b]fluoren-2-yl)-6-triethylsilanyloxy-decahydro-naphthalen-2-yl]-methanol

: C₄₆H₆₅NO₃Si

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.42 h / 0 °C

2: 72 percent / zinc triflate; tert-butylmagnesium chloride / toluene; diethyl ether / 110 °C

With dmap; tert-butylmagnesium chloride; zinc trifluoromethanesulfonate; In diethyl ether; dichloromethane; toluene;
DOI:10.1021/jo062422i