(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

Base Information

Chemical Name:(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
CAS No.:51884-92-5
Molecular Formula:C₂₇H₃₇NO₁₀
Molecular Weight:535.591
Hs Code.:

(4a<i>S</i>)-6<i>c</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)-2,2,7-trimethyl-(4a<i>r</i>,6a<i>t</i>,9a<i>c</i>,9b<i>t</i>)-hexahydro-[1,3]dioxino[4',5':5,6]pyrano[3,4-<i>d</i>]oxazol-8-one

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Suppliers and Price of (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

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Chemical Property of (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

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Technology Process of (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

There total 2 articles about (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 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:

: 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

: 7693-46-1
4-Nitrophenyl chloroformate

: 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

Guidance literature:: With sodium hydroxide; In acetone; at -10 ℃;
DOI:10.1246/bcsj.48.563

Reference yield:

: 51884-91-4
benzyl 3-hydroxymethyl-O²-[2-(methoxycarbonyl-methyl-amino)-α-L-2-deoxy-glucopyranosyl]-α-L-5-deoxy-lyxofuranoside

: 7693-46-1
4-Nitrophenyl chloroformate

: 77-76-9
2,2-dimethoxy-propane

: 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

Guidance literature:: Multistep reaction; (i) Ba(OH)2, (ii) /BRN= 635678/, TsOH, acetone, (iii) /BRN= 518127/, aq. NaOH;
DOI:10.1021/ja00810a049

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

: 51884-98-1,55820-60-5
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 7 steps

1: aq. AcOH

2: Py

3: H₂O / acetone / Heating

4: Py, Et₃N

5: H₂ / Pd / dioxane

6: SOCl₂

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

With pyridine; thionyl chloride; water; hydrogen; acetic acid; triethylamine; palladium; In 1,4-dioxane; acetone;
DOI:10.1246/bcsj.48.563