(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]-4'(3'H)-one

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]-4'(3'H)-one
CAS No.:954148-49-3
Molecular Formula:C₃₁H₄₉NO₄Si
Molecular Weight:527.82
Hs Code.:

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]-4'(3'H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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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]-4'(3'H)-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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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]-4'(3'H)-one

There total 16 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]-4'(3'H)-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: 98.0%

: 954148-47-1
(1R,2'S,6S,9a'S)-6-(benzyloxymethyl)-2'-(hydroxymethyl)-6',7',8',9a'-tetrahydro-2'H-spiro[cyclohex[3]ene-1,9'-pyrido[2,1-b][1,3]oxazin]-4'(3'H)-one

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 954148-49-3
(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]-4'(3'H)-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol701772d

Reference yield:

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

: 954148-49-3
(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]-4'(3'H)-one

Guidance literature:: Multi-step reaction with 10 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

With 2,6-dimethylpyridine; 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; 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

: 954148-49-3
(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]-4'(3'H)-one

Guidance literature:: Multi-step reaction with 9 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

With 2,6-dimethylpyridine; 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; dichloromethane; 3.1: Mitsunobu reaction;
DOI:10.1021/ol701772d