methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Base Information

Chemical Name:methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate
CAS No.:850534-36-0
Molecular Formula:C₃₁H₄₄O₉
Molecular Weight:560.685
Hs Code.:

methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Synonyms:methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Suppliers and Price of methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

There total 14 articles about methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate 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:

: 850534-35-9
(1R,2R)-1-{[(6S)-6-(1,1-dimethylprop-2-enyl)-6-methoxy-5-oxo(2,3,4,5-tetrahydropyran-2-yl)]methyl}-2-[(phenylmethoxy)methoxy]propyl 2,2-dimethylpropanoate

: 850534-36-0
methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Guidance literature:: (1R,2R)-1-{[(6S)-6-(1,1-dimethylprop-2-enyl)-6-methoxy-5-oxo(2,3,4,5-tetrahydropyran-2-yl)]methyl}-2-[(phenylmethoxy)methoxy]propyl 2,2-dimethylpropanoate; With methanesulfonyl chloride; triethylamine; In dichloromethane; at -5 ℃; for 0.5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.333333h;
DOI:10.1021/jo048308m

Reference yield:

: 850534-25-7
(2R,3R)-5-(chloromethyl)-2-[(phenylmethoxy)methoxy]hex-5-en-3-ol

: 850534-36-0
methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 81 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: BF₃*OEt₂

3.1: O₃ / CH₂Cl₂ / -90 °C

3.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

4.1: 92 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran / 9 h / -78 °C

5.1: 100 percent / TsOH*H₂O / 1 h / 20 °C

6.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

7.1: tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 0.33 h / 20 °C

8.1: In / dimethylformamide / 0.67 h / 20 °C

9.1: 225 mg / DMSO; Ac₂O; Et₃N / 17 h / 20 °C

10.1: 68 percent / TMSOTf / CH₂Cl₂ / -78 - 0 °C

11.1: 62.0 mg / LDA / tetrahydrofuran / 0.5 h / -78 °C

12.1: MeSO₂Cl; Et₃N / CH₂Cl₂ / 0.5 h / -5 °C

12.2: 56.3 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.33 h / 20 °C

With pyridine; dmap; indium; sodium tetrahydroborate; n-butyllithium; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; diethyl methoxy borane; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; acetic anhydride; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo048308m

Reference yield:

: 874281-11-5
2,2-Dimethyl-propionic acid (R)-1-((R)-1-benzyloxymethoxy-ethyl)-3-chloromethyl-but-3-enyl ester

: 850534-36-0
methyl 2-(6-{(2R,3R)-2-(2,2-dimethylpropanoyloxy)-3-[(phenylmethoxy)methoxy]butyl}(2S)-2-(1,1-dimethylprop-2-enyl)-2-methoxy-3-oxo-5,6-dihydro-2H-pyran-4-ylidene)acetate

Guidance literature:: Multi-step reaction with 11 steps

1.1: (i-Pr)2NH; n-BuLi; Bu₃SnH / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: BF₃*OEt₂

2.1: O₃ / CH₂Cl₂ / -90 °C

2.2: 86 percent / Ph₃P / CH₂Cl₂ / -90 - 20 °C

3.1: 92 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran / 9 h / -78 °C

4.1: 100 percent / TsOH*H₂O / 1 h / 20 °C

5.1: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

6.1: tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 0.33 h / 20 °C

7.1: In / dimethylformamide / 0.67 h / 20 °C

8.1: 225 mg / DMSO; Ac₂O; Et₃N / 17 h / 20 °C

9.1: 68 percent / TMSOTf / CH₂Cl₂ / -78 - 0 °C

10.1: 62.0 mg / LDA / tetrahydrofuran / 0.5 h / -78 °C

11.1: MeSO₂Cl; Et₃N / CH₂Cl₂ / 0.5 h / -5 °C

11.2: 56.3 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.33 h / 20 °C

With indium; sodium tetrahydroborate; n-butyllithium; tetrapropylammonium perruthennate; trimethylsilyl trifluoromethanesulfonate; diethyl methoxy borane; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; acetic anhydride; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; methanesulfonyl chloride; 4-methylmorpholine N-oxide; triethylamine; diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo048308m