(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

Base Information

Chemical Name:(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine
CAS No.:909192-25-2
Molecular Formula:C₃₈H₄₅NO₅Si
Molecular Weight:623.864
Hs Code.:

Synonyms:(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

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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,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

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Technology Process of (1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

There total 8 articles about (1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine 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: 96.0%

: 909192-23-0
(1S,2R,5S,6R,7R,7aR)-6,7-dibenzyloxy-5-tert-butyldiphenylsilyloxymethyl-1,2-dihydroxypyrrolizidin-3-one

: 909192-25-2
(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1080/07328300600735181

Reference yield:

: (3R,4R,5R)-3,4-dibenzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)pyrrolidine

: 909192-25-2
(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

Guidance literature:: Multi-step reaction with 7 steps

1: 25 percent / K₂CO₃ / acetone / 6 h / 20 °C

2: molecular sieves 4 Angstroem; N-oxide-N-methylmorpholine; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 1 h / 20 °C

3: 93 percent / CH₂Cl₂ / 48 h / 20 °C

4: 75 percent / NMO; aq. OsO₄ / acetone / 48 h / 20 °C

5: H₂ / Pd/C / methanol / 24 h / 20 °C

6: 1.46 g / NaOMe / methanol / 12 h / Heating

7: 96 percent / H₃B*SMe₂ / tetrahydrofuran / 4 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; dimethylsulfide borane complex; 4 A molecular sieve; hydrogen; sodium methylate; potassium carbonate; 4-methylmorpholine N-oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1080/07328300600735181

Reference yield:

: (2S,3R,4R,5S)-3,4-Bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester

: 909192-25-2
(1R,2R,3S,6S,7S,7aR)-1,2-dibenzyloxy-3-tert-butyldiphenylsilyloxymethyl-6,7-dihydroxypyrrolizidine

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / CH₂Cl₂ / 48 h / 20 °C

2: 75 percent / NMO; aq. OsO₄ / acetone / 48 h / 20 °C

3: H₂ / Pd/C / methanol / 24 h / 20 °C

4: 1.46 g / NaOMe / methanol / 12 h / Heating

5: 96 percent / H₃B*SMe₂ / tetrahydrofuran / 4 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; dimethylsulfide borane complex; hydrogen; sodium methylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1080/07328300600735181