tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

Base Information

Chemical Name:tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate
CAS No.:651045-57-7
Molecular Formula:C₄₁H₄₇NO₇
Molecular Weight:665.827
Hs Code.:

Synonyms:tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

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Chemical Property of tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

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Technology Process of tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

There total 6 articles about tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate 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: 74.0%

: 75-65-0
tert-butyl alcohol

: 651045-56-6
(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-carboxylic acid

: 651045-57-7
tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 18h;
DOI:10.1002/hlca.200390245

Reference yield:

: 651045-55-5
ethyl (1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-carboxylate

: 651045-57-7
tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: 1N KOH / ethanol / 3 h / 60 °C

2: Et₃N / acetone / 1 h / 0 °C

3: NaN₃ / H₂O; acetone / 2 h

4: toluene / 2 h / 100 °C

5: 435 mg / toluene / 12 h / 100 °C

With potassium hydroxide; sodium azide; triethylamine; In ethanol; water; acetone; toluene;
DOI:10.1002/hlca.200390245

Reference yield:

: 651045-56-6
(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-carboxylic acid

: 651045-57-7
tert-butyl [(1R,2'R)-2,3,4,6-tetra-O-benzylspiro[1,5-anhydro-D-mannitol-1,1'-cyclopropane]-2'-yl]carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / acetone / 1 h / 0 °C

2: NaN₃ / H₂O; acetone / 2 h

3: toluene / 2 h / 100 °C

4: 435 mg / toluene / 12 h / 100 °C

With sodium azide; triethylamine; In water; acetone; toluene;
DOI:10.1002/hlca.200390245