methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

Base Information

Chemical Name:methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate
CAS No.:813436-18-9
Molecular Formula:C₂₁H₃₀N₄O₅
Molecular Weight:418.493
Hs Code.:

Synonyms:methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

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Chemical Property of methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

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Technology Process of methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

There total 3 articles about methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate 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: 45.0%

: 16874-17-2
L-phenylalanine tert-butyl ester

: 851885-53-5
(S)-3-((R)-2-Azido-1-formyl-ethoxy)-4-oxo-butyric acid methyl ester

: 813436-18-9
methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

Guidance literature:: With sodium cyanoborohydride; acetic acid; trimethyl orthoformate; In methanol; for 16h;
DOI:10.1021/jo048630x

Reference yield:

: 320350-51-4
methyl 2-((3aS,6R,6aR)-6-(azidomethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)acetate

: 813436-18-9
methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / HCl / methanol; H₂O / 16 h

2: 94 percent / H₅IO₆ / tetrahydrofuran / 0.33 h

3: 45 percent / trimethyl orthoformate; NaCNBH₃; acetic acid / methanol / 16 h

With hydrogenchloride; sodium cyanoborohydride; acetic acid; periodic acid; trimethyl orthoformate; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo048630x

Reference yield:

: 804564-21-4
methyl 3,6-anhydro-7-azido-2,7-dideoxy-D-allo-heptonate

: 813436-18-9
methyl 3,7-anhydro-5-aza-8-azido-5-(tert-butyl-L-phenylalaninyl)-2,4,5,6,8-pentadeoxy-D-glycero-D-allo-octonate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / H₅IO₆ / tetrahydrofuran / 0.33 h

2: 45 percent / trimethyl orthoformate; NaCNBH₃; acetic acid / methanol / 16 h

With sodium cyanoborohydride; acetic acid; periodic acid; trimethyl orthoformate; In tetrahydrofuran; methanol;
DOI:10.1021/jo048630x