Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester
• CAS No.: 76885-84-2
• Molecular Formula: C₃₅H₄₄N₂O₁₅
• Molecular Weight: 732.739

Synonyms:

Chemical Property of Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester

Chemical Property:

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Useful:

Technology Process of Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester

There total 8 articles about Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-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: 61.0%

Acetic acid (2R,3S,4R,6S)-2-acetoxymethyl-6-[(1R,2S,3R,4R,5S,6R)-3,5-bis-(benzyloxycarbonyl-methyl-amino)-2,4,6-trihydroxy-cyclohexyloxy]-5-[(E)-hydroxyimino]-4-methoxy-tetrahydro-pyran-3-yl ester (76885-83-1,76945-78-3) → Acetic acid (2R,3R,4S,4aR,5R,6R,7S,8R,8aS,9aS,10aS)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4) + Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4)

Guidance literature:

With hydrogenchloride; acetaldehyde; In acetonitrile;

DOI:10.1016/0040-4039(80)88067-1

Reference yield: 61.0%

Acetic acid (2R,3S,4R,6S)-2-acetoxymethyl-6-[(1R,2S,3R,4R,5S,6R)-3,5-bis-(benzyloxycarbonyl-methyl-amino)-2,4,6-trihydroxy-cyclohexyloxy]-5-[(E)-hydroxyimino]-4-methoxy-tetrahydro-pyran-3-yl ester (76885-83-1,76945-78-3) → Acetic acid (2R,3R,4S,4aR,5R,6R,7S,8R,8aS,9aS,10aS)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4) + Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4)

Guidance literature:

With hydrogenchloride; acetaldehyde; In acetonitrile;

DOI:10.1016/0040-4039(80)88067-1

Reference yield:

Acetic acid (2R,3R,4S,4aR,5R,6R,7S,8R,8aS,9aS,10aS)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4) → Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester (76885-84-2,76945-79-4)

Guidance literature:

With potassium hydrogencarbonate; In acetonitrile; at 25 ℃; for 5h;

DOI:10.1016/0040-4039(80)88067-1

upstream raw materials:

Acetic acid (2R,3S,4R,6S)-2-acetoxymethyl-6-[(1R,2S,3R,4R,5S,6R)-3,5-bis-(benzyloxycarbonyl-methyl-amino)-2,4,6-trihydroxy-cyclohexyloxy]-5-[(E)-hydroxyimino]-4-methoxy-tetrahydro-pyran-3-yl ester

N,N'-<(benzyloxy)carbonyl>actinamine

Acetic acid (2R,3R,4S,4aR,5R,6R,7S,8R,8aS,9aS,10aS)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester

Downstream raw materials:

Acetic acid (2S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-4a,5,6,7,8,8a,9a,10a-octahydro-2H-1,9,10-trioxa-anthracen-2-ylmethyl ester

Acetic acid (2R,3R,4S,4aS,5S,6S,7R,8S,8aR,9aS,10aR)-2-acetoxymethyl-5,7-bis-(benzyloxycarbonyl-methyl-amino)-4a,6,8-trihydroxy-4-methoxy-decahydro-1,9,10-trioxa-anthracen-3-yl ester

N,N'-dicarbobenzyloxy-6'-hydroxyspectinomycin

[(2S,4aR,5S,6S,7R,8S,8aR,9aR,10aR)-5-(Benzyloxycarbonyl-methyl-amino)-2-chloromethyl-4a,6,8-trihydroxy-4-oxo-decahydro-1,9,10-trioxa-anthracen-7-yl]-methyl-carbamic acid benzyl ester

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