(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

Base Information

Chemical Name:(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine
CAS No.:222185-80-0
Molecular Formula:C₃₆H₃₉NO₄
Molecular Weight:549.71
Hs Code.:

Synonyms:(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

Suppliers and Price of (1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

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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 (1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

Chemical Property:

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Technology Process of (1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

There total 13 articles about (1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine 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: 53.0%

: (4S,8R,9R,10S)-4,8,9,10-Tetrakis-benzyloxy-1,6-dioxa-spiro[4.5]decane-2,7-diol

: 222185-80-0
(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

: 182697-87-6
(1S,6S,7R,8R,8aR)-1,6,7,8-tetrabenzyloxy-octahydro-indolizine

Guidance literature:: With ammonium formate; sodium cyanoborohydride; In methanol; for 24h; Title compound not separated from byproducts;
DOI:10.1021/jo961208z

Reference yield:

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 222185-80-0
(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

Guidance literature:: Multi-step reaction with 7 steps

1: Sn / acetonitrile; H₂O / Irradiation

2: NaH, n-Bu₄NI / dimethylformamide

3: 1) iodonium dicollidine perchlorate, 2) Zn / 1) CH₂Cl₂, 30 min, 2) 95percent EtOH, heating

4: 1) DMSO, (COCl)2, 2) base

5: 1) O₃, 2) Ph₃P / 1) CH₂Cl₂, -78 deg C

6: 9 M HCl / tetrahydrofuran

7: NH₄HCO₂, NaCNBH₃ / methanol / 24 h

With hydrogenchloride; tin; oxalyl dichloride; iodonium di(2,4,6-trimethylpyridine) perchlorate; ammonium formate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; ozone; dimethyl sulfoxide; triphenylphosphine; zinc; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo961208z

Reference yield:

: 182413-57-6
methyl 7,8,9-trideoxy-2,3,4,6-tetra-O-benzyl-L-glycero-α-D-gluco-non-8-eno-pyranoside

: 222185-80-0
(1S,6S,7R,8R,8aS)-1,6,7,8-tetra-O-benzylindolizidine

Guidance literature:: Multi-step reaction with 5 steps

1: 1) iodonium dicollidine perchlorate, 2) Zn / 1) CH₂Cl₂, 30 min, 2) 95percent EtOH, heating

2: 1) DMSO, (COCl)2, 2) base

3: 1) O₃, 2) Ph₃P / 1) CH₂Cl₂, -78 deg C

4: 9 M HCl / tetrahydrofuran

5: NH₄HCO₂, NaCNBH₃ / methanol / 24 h

With hydrogenchloride; oxalyl dichloride; iodonium di(2,4,6-trimethylpyridine) perchlorate; ammonium formate; sodium cyanoborohydride; ozone; dimethyl sulfoxide; triphenylphosphine; zinc; In tetrahydrofuran; methanol;
DOI:10.1021/jo961208z