((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

Base Information

Chemical Name:((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester
CAS No.:128428-39-7
Molecular Formula:C₂₉H₃₆O₅
Molecular Weight:464.602
Hs Code.:

Synonyms:((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

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Chemical Property of ((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

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Technology Process of ((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

There total 4 articles about ((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic 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: 100.0%

: 3587-60-8
Benzyloxymethyl chloride

: 128428-38-6
((2R,4aS)-2-Hydroxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

: 128428-39-7
((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 3h;
DOI:10.1016/S0040-4039(00)94652-5

Reference yield:

: ((S)-6-Methoxy-2-oxo-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

: 128428-39-7
((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / propan-2-ol / 2 h / 20 °C

2: 100 percent / iPr₂NEt / 3 h / 20 °C

With sodium tetrahydroborate; N-ethyl-N,N-diisopropylamine; In isopropyl alcohol;
DOI:10.1016/S0040-4039(00)94652-5

Reference yield:

: 128428-37-5
((1R,9S)-10-Hydroxy-4-methoxy-10-methyl-13-oxo-tricyclo[7.3.1.0^2,7]trideca-2,4,6-trien-1-yl)-acetic acid tert-butyl ester

: 128428-39-7
((2R,4aS)-2-Benzyloxymethoxy-6-methoxy-1,3,4,9-tetrahydro-2H-phenanthren-4a-yl)-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1) pyrrolidinium acetate 2) AcONa, aq. AcOH / 1) benzene, 30h, reflux 2) 24h, reflux

2: t-BuOK / 2-methyl-propan-2-ol / 2 h / 20 °C

3: NaBH₄ / propan-2-ol / 2 h / 20 °C

4: 100 percent / iPr₂NEt / 3 h / 20 °C

With sodium tetrahydroborate; potassium tert-butylate; sodium acetate; pyrrolidine acetic acid; acetic acid; N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)94652-5