(3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol

Base Information

• Chemical Name: (3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol
• CAS No.: 218271-92-2
• Molecular Formula: C₂₃H₂₈N₂O₄
• Molecular Weight: 396.486
• Mol file: 218271-92-2.mol

Synonyms:(3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol

Chemical Property of (3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol

There total 1 articles about (3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol 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: 93.0%

N-methoxylamine hydrochloride (593-56-6) + (+)-(4R,5R)-1-(2,2-dimethyl-5-phenylacetyl-[1,3]dioxolan-4-yl)-2-phenylethanone (218271-90-0) → (3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol (218271-92-2)

Guidance literature:

In ethanol;

DOI:10.1021/jm980255b

Reference yield:

(3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol (218271-92-2) → (3aS,4S,8S,8aS)-4,8-Dibenzyl-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃ / tetrahydrofuran / 2 h / Heating

2: 83 percent / CH₂Cl₂

With borane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm980255b

Reference yield:

(3S,4S)-2,5-bis(methoxyimino)-1,6-diphenyl-3,4-O-isopropylidenehexanediol (218271-92-2) → (4S,6S,7R)-1,3,4,7-Tetrabenzyl-6-hydroxy-[1,3]diazepane-2,5-dione

Guidance literature:

Multi-step reaction with 5 steps

1: BH₃ / tetrahydrofuran / 2 h / Heating

2: 75 percent / various solvent(s) / Heating

3: 68 percent / NaH / dimethylformamide

4: 91 percent / aq. HCl / methanol

5: (COCl)2, DMSO / -78 °C

With hydrogenchloride; oxalyl dichloride; borane; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm980255b

upstream raw materials:

N-methoxylamine hydrochloride

(+)-(4R,5R)-1-(2,2-dimethyl-5-phenylacetyl-[1,3]dioxolan-4-yl)-2-phenylethanone

Downstream raw materials:

(R)-1-[(4S,5S)-5-((S)-1-Amino-2-phenyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-phenyl-ethylamine

(S)-1-[(4S,5S)-5-((S)-1-Amino-2-phenyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-phenyl-ethylamine

(3aS,4R,8S,8aS)-4,8-Dibenzyl-2,2-dimethyl-hexahydro-1,3-dioxa-5,7-diaza-azulen-6-one

(4S,5S,6S,7R)-1,3,4,7-Tetrabenzyl-5,6-dihydroxy-[1,3]diazepan-2-one