(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

Base Information

Chemical Name:(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane
CAS No.:170453-01-7
Molecular Formula:C₂₇H₃₇NO₄Si
Molecular Weight:467.681
Hs Code.:

Synonyms:(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

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Chemical Property of (1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

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Technology Process of (1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

There total 8 articles about (1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane 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:

: 110567-22-1
(2R,3S)-benzyloxy-2-benzyloxymethyl-6-oxabicyclo<3.1.0>hexane

: 170453-01-7
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 7 steps

1: 77.5 percent / LiClO₄ / acetonitrile / 96 h / 70 °C

2: 98 percent / 1,1'-thiocarbonyldiimidazole, DMAP / dimethylformamide / 1.) r.t., 3 h, 2.) 70 deg C, 30 min

3: 96.5 percent / CHCl₃; diethyl ether / 72 h / 0 °C

4: benzophenone / benzene; acetonitrile / 2 h / Irradiation

5: 25percent aq. NaOH / methanol / 24 h / Heating

6: Et₃N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h

7: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight

With dmap; sodium hydroxide; benzophenone; diphenyl-phosphinic acid; lithium perchlorate; triethylamine; 1,1'-Thiocarbonyldiimidazole; In methanol; diethyl ether; chloroform; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1039/a604352f

Reference yield:

: 170452-98-9
(3R,4S)-1-Cyano-4-benzyloxy-3-benzyloxymethylcyclopentene

: 170453-01-7
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 5 steps

1: 96.5 percent / CHCl₃; diethyl ether / 72 h / 0 °C

2: benzophenone / benzene; acetonitrile / 2 h / Irradiation

3: 25percent aq. NaOH / methanol / 24 h / Heating

4: Et₃N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h

5: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight

With sodium hydroxide; benzophenone; diphenyl-phosphinic acid; triethylamine; In methanol; diethyl ether; chloroform; toluene; acetonitrile; benzene;
DOI:10.1039/a604352f

Reference yield:

: 170453-00-6
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-cyanobicyclo<3.1.0>hexane

: 170453-01-7
(1S,3S,4R,5S)-3-Benzyloxy-4-benzyloxymethyl-1-(2-trimethylsilylethoxyformamido)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 3 steps

1: 25percent aq. NaOH / methanol / 24 h / Heating

2: Et₃N, DPPA / toluene / 1.) r.t., 2 h, 2.) 80 deg C, 2 h

3: toluene / 1.) 80 deg C, 2 h, 2.) r.t., overnight

With sodium hydroxide; diphenyl-phosphinic acid; triethylamine; In methanol; toluene;
DOI:10.1039/a604352f