2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

Base Information

Chemical Name:2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester
CAS No.:892860-16-1
Molecular Formula:C₅₂H₇₄N₂O₁₆
Molecular Weight:983.163
Hs Code.:

2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

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Chemical Property of 2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

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Technology Process of 2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

There total 1 articles about 2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl 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:

: 860476-70-6
carbonic acid benzyl ester 4-(benzyloxycarbonyl-methyl-amino)-2-(14-ethyl-12,13-dihydroxy-10-hydroxyimino-7-methoxy-3,5,7,9,11,13-hexamethyl-2,4-dioxo-oxacyclotetradec-6-yloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: (S)-2-bromo-butyric acid allyl ester

: 892860-16-1
2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; cooling;
DOI:10.1016/j.bmc.2006.01.036

Reference yield:

: 892860-16-1
2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

: 2-[10-(4-dimethylamino-3-hydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-14-ylideneaminooxy]-N-(3-phenyl-propyl)-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / tetrahydrofuran / 20 °C

2.1: PPh₃; pyrrolidine; H₂O / Pd(PPh₃)4 / acetonitrile; ethyl acetate / 1 h / 20 °C

3.1: oxalyl chloride; DMF / toluene / 0.5 h / 20 °C

3.2: toluene / 0.25 h

4.1: acetate buffer; H₂ / Pd(OH)2/C / ethanol / 1 h / 20 °C / pH 4.4

5.1: acetate buffer; H₂ / Pd(OH)2/C / H₂O; ethanol / 2 h / 20 °C / pH 4.4

With pyrrolidine; pyridine; oxalyl dichloride; acetate buffer; water; hydrogen; N,N-dimethyl-formamide; triphenylphosphine; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.bmc.2006.01.036

Reference yield:

: 892860-16-1
2-{10-[4-(benzyloxycarbonyl-methyl-amino)-3-benzyloxycarbonyloxy-6-methyl-tetrahydro-pyran-2-yloxy]-2-ethyl-3,4-dihydroxy-9-methoxy-3,5,7,9,11,13-hexamethyl-12,14-dioxo-oxacyclotetradec-6-ylideneaminooxy}-butyric acid allyl ester

: 2-[4-ethyl-10-(3-hydroxy-6-methyl-4-methylamino-tetrahydro-pyran-2-yloxy)-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,8-trioxo-dodecahydro-1,3,5-trioxa-cyclopentacyclotetradecen-14-ylideneaminooxy]-N-(3-phenyl-propyl)-butyramide

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / tetrahydrofuran / 20 °C

2.1: PPh₃; pyrrolidine; H₂O / Pd(PPh₃)4 / acetonitrile; ethyl acetate / 1 h / 20 °C

3.1: oxalyl chloride; DMF / toluene / 0.5 h / 20 °C

3.2: toluene / 0.25 h

4.1: acetate buffer; H₂ / Pd(OH)2/C / ethanol / 1 h / 20 °C / pH 4.4

With pyrrolidine; pyridine; oxalyl dichloride; acetate buffer; water; hydrogen; N,N-dimethyl-formamide; triphenylphosphine; palladium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.bmc.2006.01.036