(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

Base Information

Chemical Name:(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione
CAS No.:954148-51-7
Molecular Formula:C₃₁H₄₇NO₅Si
Molecular Weight:541.803
Hs Code.:

(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

Synonyms:(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

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Chemical Property of (1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

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Technology Process of (1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

There total 18 articles about (1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione 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: 91.0%

: 954148-50-6
(1R,2S,2'S,6S,9a'S)-6-(benzyloxymethyl)-2-hydroxy-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-4'(3'H)-one

: 954148-51-7
(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 4h; Heating;
DOI:10.1021/ol701772d

Reference yield:

: 954148-39-1
methyl (1R,6S)-6-(benzyloxymethyl)-1-(3-(4-methoxybenzyloxy)propyl)cyclohex-3-enecarboxylate

: 954148-51-7
(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

Guidance literature:: Multi-step reaction with 12 steps

1.1: DIBAL-H / CH₂Cl₂ / -78 - -20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

3.1: 2,3-dichloro-5,6-dicyanobenzoquinone; H₂O / CH₂Cl₂ / 0.25 h / 20 °C

4.1: diphenylphosphoryl azide / tetrahydrofuran / 5 h / 20 °C

5.1: triphenylphosphine; H₂O / tetrahydrofuran / 2 h / Heating

6.1: 7.36 g / ethyldiisopropylamine; propanephosphonic acid anhydride / tetrahydrofuran / 0 - 20 °C

7.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 - 20 °C

8.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

8.2: 99 percent / tetra-n-propylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

9.1: 78 percent / tin(II) chloride dihydrate / CH₂Cl₂ / 20 h / 20 °C

10.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

11.1: 78 percent / selenium(IV) oxide / ethanol / 17 h / Heating

12.1: 91 percent / manganese(IV) oxide / CH₂Cl₂ / 4 h / Heating

With 2,6-dimethylpyridine; manganese(IV) oxide; selenium(IV) oxide; 4 A molecular sieve; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; In tetrahydrofuran; ethanol; dichloromethane; 4.1: Mitsunobu reaction;
DOI:10.1021/ol701772d

Reference yield:

: 954148-40-4
{(1R,6S)-6-(benzyloxymethyl)-1-[3-(4-methoxy-benzyloxy)-propyl]-cyclohex-3-enyl}-methanol

: 954148-51-7
(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-((triisopropylsilyloxy)methyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-2,4'(3'H)-dione

Guidance literature:: Multi-step reaction with 11 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.1: 2,3-dichloro-5,6-dicyanobenzoquinone; H₂O / CH₂Cl₂ / 0.25 h / 20 °C

3.1: diphenylphosphoryl azide / tetrahydrofuran / 5 h / 20 °C

4.1: triphenylphosphine; H₂O / tetrahydrofuran / 2 h / Heating

5.1: 7.36 g / ethyldiisopropylamine; propanephosphonic acid anhydride / tetrahydrofuran / 0 - 20 °C

6.1: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 - 20 °C

7.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

7.2: 99 percent / tetra-n-propylammonium perruthenate / CH₂Cl₂ / 0.5 h / 20 °C

8.1: 78 percent / tin(II) chloride dihydrate / CH₂Cl₂ / 20 h / 20 °C

9.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

10.1: 78 percent / selenium(IV) oxide / ethanol / 17 h / Heating

11.1: 91 percent / manganese(IV) oxide / CH₂Cl₂ / 4 h / Heating

With 2,6-dimethylpyridine; manganese(IV) oxide; selenium(IV) oxide; 4 A molecular sieve; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; water; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tin(ll) chloride; In tetrahydrofuran; ethanol; dichloromethane; 3.1: Mitsunobu reaction;
DOI:10.1021/ol701772d