(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

Base Information

Chemical Name:(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one
CAS No.:500720-32-1
Molecular Formula:C₂₁H₃₀N₂O₈
Molecular Weight:438.478
Hs Code.:

Synonyms:(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

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Chemical Property of (4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

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Technology Process of (4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

There total 7 articles about (4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one 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: 62.6%

: 500720-31-0
methyl 4-N-(D)-[1-benzyloxycarbonyl-1-ethanyl]-aminooxy-2-N-(t-butoxycarbonyl)-amino-2-deoxy-3-methoxymethoxy-(L)-threonate

: 500720-32-1
(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

Guidance literature:: With trimethylaluminum; In hexane; toluene; at 0 - 20 ℃; for 4.16667h;

Reference yield:

: 56777-24-3
benzyl (S)-Lactate

: 500720-30-9
methyl 4-aminooxy-2-N-(t-butoxycarbonyl)-amino-2-deoxy-3-methoxymethoxy-(L)-threonate

: 500720-32-1
(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine; trifluoromethanesulfonic acid anhydride / dichloromethane / 0.33 h / -78 °C

1.2: 2,6-lutidine / 15 / 11 h / -78 - 20 °C

2.1: trimethylaluminum / hexane; toluene / 0 - 20 °C

With 2,6-dimethylpyridine; trimethylaluminum; trifluoromethanesulfonic acid anhydride; In hexane; dichloromethane; toluene;
DOI:10.1139/v03-122

Reference yield:

: 500720-26-3
methyl 2,4-dibromo-2,4-dideoxy-3-methoxymethoxy-(L)-erythronate

: 500720-32-1
(4D)-N-(t-butoxycarbonyl)-amino-(5L)-methoxymethoxy-2-N-(D)-[1-benzyloxycarbonylethyl]-1,2-oxazin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide / N,N-dimethyl-formamide / 12 h / 10 - 20 °C

2.1: hydrogen / palladium on activated charcoal / 48 h

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 60 h / 10 - 20 °C

4.1: methylhydrazine / dichloromethane / 4 h

5.1: 2,6-dimethylpyridine; trifluoromethanesulfonic acid anhydride / dichloromethane / 0.33 h / -78 °C

5.2: 2,6-lutidine / 15 / 11 h / -78 - 20 °C

6.1: trimethylaluminum / hexane; toluene / 0 - 20 °C

With 2,6-dimethylpyridine; sodium azide; hydrogen; trimethylaluminum; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoromethanesulfonic acid anhydride; methylhydrazine; palladium on activated charcoal; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1139/v03-122