(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

Base Information

Chemical Name:(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one
CAS No.:51884-93-6
Molecular Formula:C₂₄H₃₃NO₁₀
Molecular Weight:495.527
Hs Code.:

(3a<i>S</i>)-4<i>t</i>-((5<i>R</i>)-8<i>t</i>-benzyloxy-2,2,6<i>c</i>-trimethyl-(5<i>r</i><i>O</i>)-1,3,7-trioxa-spiro[4.4]non-9<i>c</i>-yloxy)-7<i>t</i>-hydroxy-6<i>c</i>-hydroxymethyl-3-methyl-(3a<i>r</i>,7a<i>t</i>)-tetrahydro-pyrano[3,4-<i>d</i>]oxazol-2-one

Synonyms:(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Chemical Property of (3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

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Technology Process of (3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

There total 2 articles about (3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-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:

: 51884-92-5,63934-88-3
(4aS)-6c-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-2,2,7-trimethyl-(4ar,6at,9ac,9bt)-hexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-d]oxazol-8-one

: 51884-93-6
(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: With acetic acid; In methanol;
DOI:10.1021/ja00810a049

Reference yield:

: 55714-17-5,63934-89-4
(5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yl O⁴,O⁶-isopropylidene-2-methylamino-α-L-2-deoxy-glucopyranoside

: 51884-93-6
(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaOH / acetone / -10 °C

2: aq. NaOH / methanol / Heating

With sodium hydroxide; In methanol; acetone;
DOI:10.1246/bcsj.48.563

Reference yield:

: 51884-93-6
(3aS)-4t-((5R)-8t-benzyloxy-2,2,6c-trimethyl-(5rO)-1,3,7-trioxa-spiro[4.4]non-9c-yloxy)-7t-hydroxy-6c-hydroxymethyl-3-methyl-(3ar,7at)-tetrahydro-pyrano[3,4-d]oxazol-2-one

: 51884-98-1,55820-60-5
1L-N,N'-diacetyl-N,N'-bis-benzyloxycarbonylcarbamimidoyl-O⁴,O⁵-cyclohexane-1,1-diyl-O⁶-[(5R)-9c-(O⁴,O⁶-dibenzoyl-N,O³-carbonyl-2-methylamino-α-L-2-deoxy-glucopyranosyloxy)-6c-methyl-2-oxo-(5rO)-1,3,7-trioxa-spiro[4.4]non-8t-yl]-streptamine

Guidance literature:: Multi-step reaction with 6 steps

1: Py

2: aq. NaOH

3: Py

4: H₂ / Pd / dioxane

5: SOCl₂

6: (i) Ag₂CO₃, AgClO₄, molecular sieve 3A, benzene, (ii) /BRN= 601537/

With pyridine; sodium hydroxide; thionyl chloride; hydrogen; palladium; In 1,4-dioxane;
DOI:10.1246/bcsj.48.563