[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

Base Information

Chemical Name:[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe
CAS No.:1374458-96-4
Molecular Formula:C₄₇H₅₉N₃O₁₀
Molecular Weight:826
Hs Code.:

Synonyms:[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

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Chemical Property of [3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

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Technology Process of [3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

There total 5 articles about [3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe 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: 73.0%

: 1374458-95-3
C₄₃H₅₂N₂O₉

: 3196-73-4
methyl 3-aminopropanoate hydrochloride

: 1374458-96-4
[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

Guidance literature:: C₄₃H₅₂N₂O₉; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

methyl 3-aminopropanoate hydrochloride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

: 82614-10-6
ethyl 2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetate

: 1374458-96-4
[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

2.1: toluene / 25 h / 20 - 50 °C

3.1: hydrogenchloride; sodium cyanoborohydride / methanol; dichloromethane; water / pH 1 - 3

4.1: potassium carbonate / toluene / 12 h / 0 °C / Reflux

5.1: methanol; potassium hydroxide / 48 h

5.2: Amberlit IR₁₂₀ / pH 6

6.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

6.2: 3 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; methanol; diisobutylaluminium hydride; sodium cyanoborohydride; potassium carbonate; potassium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetlet.2012.03.072

Reference yield:

: 1374458-87-3
3,7-anhydro-2-deoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octose (tert-butyloxycarbonyl)hydrazone

: 1374458-96-4
[3,7-anhydro-1,2-dideoxy-4,5,6,8-tetra-O-benzyl-D-glycero-D-ido-octitol-1-yl]-(tert-butyloxycarbonyl)hydrazinoGly-(β)-Ala-OMe

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; sodium cyanoborohydride / methanol; dichloromethane; water / pH 1 - 3

2.1: potassium carbonate / toluene / 12 h / 0 °C / Reflux

3.1: methanol; potassium hydroxide / 48 h

3.2: Amberlit IR₁₂₀ / pH 6

4.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; hydrogenchloride; methanol; sodium cyanoborohydride; potassium carbonate; potassium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1016/j.tetlet.2012.03.072