[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

Base Information

Chemical Name:[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester
CAS No.:145958-18-5
Molecular Formula:C₄₂H₆₈N₂O₁₁Si₄
Molecular Weight:889.351
Hs Code.:

[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

Synonyms:[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

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Chemical Property of [(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

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Technology Process of [(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

There total 2 articles about [(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl 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:

: 501-53-1,94274-21-2
benzyl chloroformate

: 145958-18-5
[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90.3 percent / sodium bicarbonate / H₂O; acetone / a) < 20 deg C, 2 h, b) 23 deg C, 2.5 h

2: 103 g / triethylamine / acetonitrile / 3 h / 50 °C

With sodium hydrogencarbonate; triethylamine; In water; acetone; acetonitrile;
DOI:10.1021/jo00055a021

Reference yield:

: 23312-56-3
spectinomycin sulfate tetrahydrate

: 145958-18-5
[(2R,4aR,5R,6R,7R,8S,8aS,9aS,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-methyl-4,4a,6,8-tetrakis-trimethylsilanyloxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90.3 percent / sodium bicarbonate / H₂O; acetone / a) < 20 deg C, 2 h, b) 23 deg C, 2.5 h

2: 103 g / triethylamine / acetonitrile / 3 h / 50 °C

With sodium hydrogencarbonate; triethylamine; In water; acetone; acetonitrile;
DOI:10.1021/jo00055a021