(1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

Base Information

Chemical Name:(1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate
CAS No.:1609017-83-5
Molecular Formula:C₃₇H₃₉NO₅
Molecular Weight:577.72
Hs Code.:

Synonyms:

Suppliers and Price of (1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

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 (1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

There total 10 articles about (1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate 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:

: 1214271-04-1
(1R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-1-((S)-2-(4-methoxybenzyloxy)propyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

: 1609017-83-5
(1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 4 h / 26 °C

2: sodium hydroxide; water / ethanol / 1 h / 110 °C / Microwave irradiation

3: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

4: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 48 h / 80 °C

5: dimethyl sulfoxide / 48 h / 70 °C

With di-isopropyl azodicarboxylate; water; methanesulfonyl chloride; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; In ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 4: |Mitsunobu Displacement;
DOI:10.1021/jo5005923

Reference yield:

: 1214271-02-9
(1R,5R,6R,7S,7aS)-5-(benzyloxymethyl)-6,7-dihydroxy-1-((S)-2-(4-methoxybenzyloxy)propyl)-tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one

: 1609017-83-5
(1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0.25 h / 18 °C / Inert atmosphere

1.2: 18 h / 0 - 18 °C / Inert atmosphere

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / water; dichloromethane / 4 h / 26 °C

3.1: sodium hydroxide; water / ethanol / 1 h / 110 °C / Microwave irradiation

4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 48 h / 80 °C

6.1: dimethyl sulfoxide / 48 h / 70 °C

With di-isopropyl azodicarboxylate; water; tetra-(n-butyl)ammonium iodide; methanesulfonyl chloride; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; 5.1: |Mitsunobu Displacement;
DOI:10.1021/jo5005923

Reference yield:

: 1214271-06-3
(1R,3S)-1-((2R,3S,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrrolidin-2-yl)butane-1,3-diol

: 1609017-83-5
(1R,3R,5R,6R,7S,7aR)-6,7-bis(benzyloxy)-5-(benzyloxymethyl)-3-methylhexahydro-1H-pyrrolizin-1-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 48 h / 80 °C

3: dimethyl sulfoxide / 48 h / 70 °C

With di-isopropyl azodicarboxylate; methanesulfonyl chloride; triethylamine; triphenylphosphine; In dichloromethane; dimethyl sulfoxide; toluene; 2: |Mitsunobu Displacement;
DOI:10.1021/jo5005923