(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester
CAS No.:726192-32-1
Molecular Formula:C₂₃H₃₂N₂O₈
Molecular Weight:464.516
Hs Code.:

(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Synonyms:(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Suppliers and Price of (3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

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 (3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

There total 7 articles about (3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester 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: 80.0%

: 1738-76-7
glycine benzyl ester p-toluenesulfonic acid salt

: 726192-30-9
L-2,3-trans-3,4-cis-4,5-trans-N-(tert-butoxycarbonyl)-5-hydroxymethyl-3,4-isopropylidenedioxyproline

: 726192-32-1
(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h;
DOI:10.1021/jo049637h

Reference yield:

: 573716-72-0
(+)-(1R,2S,3R,4S,5R,6S)-7-tert-butoxycarbonyl-2,3-exo-isopropylidenedioxy-6-endo-p-toluenesulfonyl-7-azabicyclo[2.2.1]heptane-5-endo-ol

: 726192-32-1
(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Na/Hg / methanol; tetrahydrofuran / 0.5 h / -15 °C

2.1: 90 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -70 - 20 °C

3.1: 84 percent / Et₃N / dimethylformamide / 6 h / 60 °C

4.1: O₃ / CH₂Cl₂; methanol / 0.42 h / -78 °C

4.2: 89 percent / NaBH₄ / methanol; CH₂Cl₂ / -78 - 20 °C

5.1: 80 percent / PyBOP; diisopropylethylamine / dimethylformamide / 1 h

With sodium amalgam; oxalyl dichloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2.1: Swern oxidation;
DOI:10.1021/jo049637h

Reference yield:

: (+/-)-7-tert-butoxycarbonyl-5,6-exo-isopropylidenedioxy-7-azabicyclo[2.2.1]hept-2-one

: 726192-32-1
(3aR,4S,6S,6aS)-4-(Benzyloxycarbonylmethyl-carbamoyl)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 44 percent / molecular sieves 4 Angstroem; triethylamine / CH₂Cl₂ / 24 h / 20 °C

2.1: 92 percent / H₃PO₄ / tetrahydrofuran / 0.5 h / 20 °C

3.1: 84 percent / Et₃N / dimethylformamide / 6 h / 60 °C

4.1: O₃ / CH₂Cl₂; methanol / 0.42 h / -78 °C

4.2: 89 percent / NaBH₄ / methanol; CH₂Cl₂ / -78 - 20 °C

5.1: 80 percent / PyBOP; diisopropylethylamine / dimethylformamide / 1 h

With phosphoric acid; 4 A molecular sieve; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo049637h