benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

Base Information

Chemical Name:benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate
CAS No.:1554421-38-3
Molecular Formula:C₁₇H₂₂N₂O₇
Molecular Weight:366.371
Hs Code.:

Synonyms:benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

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Chemical Property of benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

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Technology Process of benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

There total 3 articles about benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate 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: 51.0%

: 1554421-34-9
benzyl (1S,3R,4S,5R,6R)-4,5-dihydroxy-6-(methoxymethoxy)cyclohexane-1,3-diyldicarbamate

: 1554421-38-3
benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 23 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield:

: 82509-76-0
dibenzyl (3aS,4R,5S,7R,7aS)-4-hydroxyhexahydrospiro[benzo[d][1,3]dioxole-2,1'-cyclohexane]-5,7-diyldicarbamate

: 1554421-38-3
benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

1.2: 16 h / 23 °C / Inert atmosphere

2.1: acetic acid / water / 1.5 h / 23 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 23 °C / Inert atmosphere

With tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield:

: 1554421-36-1
C₃₀H₃₈N₂O₈

: 1554421-38-3
benzyl (3aR,5S,6R,7S,7aS)-7-hydroxy-6-(methoxymethoxy)-2-oxooctahydro-benzo[d]oxazol-5-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: acetic acid / water / 1.5 h / 23 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 23 °C / Inert atmosphere

With sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2013.12.125