Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

Base Information

Chemical Name:Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester
CAS No.:88625-83-6
Molecular Formula:C₃₂H₃₆N₂O₁₃
Molecular Weight:656.643
Hs Code.:

Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

Synonyms:Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

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Chemical Property of Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

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Technology Process of Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

There total 1 articles about Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl 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: 96.0%

: 64-18-6
formic acid

: 56733-83-6
1,3-bis(N-benzyloxycarbonyl)-spectinomycin

: 88625-83-6
Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

Guidance literature:: With pyridine; acetic anhydride; In ethyl acetate; 1) from -40 deg C to 25 deg C; 2) 25 deg C, 16 hrs;
DOI:10.1016/S0040-4039(00)99493-0

Reference yield: 77.0%

: 108-24-7
acetic anhydride

: 88625-83-6
Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

: 88625-84-7
Acetic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-4-acetoxy-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6,8-diformyloxy-2-methyl-5,6,7,8,8a,10a-hexahydro-2H-1,9,10-trioxa-anthracen-4a-yl ester

Guidance literature:: With pyridine; dmap; In ethyl acetate; at 55 ℃; for 10h;
DOI:10.1016/S0040-4039(00)99493-0

Reference yield:

: 88625-83-6
Formic acid (2R,4aR,5S,6R,7R,8S,8aS,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-6-formyloxy-4a-hydroxy-2-methyl-4-oxo-decahydro-1,9,10-trioxa-anthracen-8-yl ester

: 103198-47-6
[(4aR,5S,6S,7R,8S,8aR,9aR,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-((E)-but-1-enyl)-4a,6,8-trihydroxy-4-oxo-4a,5,6,7,8,8a,9a,10a-octahydro-4H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / pyridine, dimethylaminopyridine / ethyl acetate / 10 h / 55 °C

2: 1,3-dibromo-5,5-dimethyl hydantoin / CCl₄ / 0.33 h / Ambient temperature; Irradiation

3: dimethylformamide / 8 h / 55 °C

4: hexamethyldisilazane / 2.5 h / 55 °C

5: 0 - 25 °C

6: 48percent aqueous HF / acetonitrile / 5 h / 0 °C

With pyridine; dmap; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; hydrogen fluoride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrachloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)99493-0