2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Base Information

• Chemical Name: 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose
• CAS No.: 742102-74-5
• Molecular Formula: C₃₁H₃₇NO₅
• Molecular Weight: 503.638

Synonyms:2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Chemical Property of 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

There total 3 articles about 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose 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:

di-tert-butyl dicarbonate (24424-99-5) → 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose (742102-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂

2: 0.60 g / NaOMe / methanol

3: 90 percent / pyridine / 60 °C

With pyridine; sodium methylate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm049927q

Reference yield:

Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(tert-butoxycarbonylamino-methyl)-tetrahydro-pyran-3-yl ester → 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose (742102-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.60 g / NaOMe / methanol

2: 90 percent / pyridine / 60 °C

With pyridine; sodium methylate; In methanol;

DOI:10.1021/jm049927q

Reference yield:

Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-aminomethyl-tetrahydro-pyran-3-yl ester; hydrochloride → 2,3-dideoxy-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose (742102-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂

2: 0.60 g / NaOMe / methanol

3: 90 percent / pyridine / 60 °C

With pyridine; sodium methylate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm049927q

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

2,3-dideoxy-4-O-benzyl-6-O-triphenylmethyl-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

N-[(1R)-1-({N-(S-(tert-butyl)sulfanyl)-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-cysteinyl}aminomethyl)-1,2,3-trideoxy-4-benzyloxy-6-oxo-D-arabino-hexopyranos-6-yl]-L-methionine methyl ester

N-[(1R)-1-{(N-(S-(tert-butyl)sulfanyl)-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-cysteinyl)aminomethyl}-1,2,3-trideoxy-4-benzyloxy-6-oxo-D-arabino-hexopyranos-6-yl]-L-leucine methyl ester

(1R,4S,5S)-4-O-benzyl-1-{(N-[(S-(tert-butyl)sulfanyl)]-N-{[9H-fluoren-9-ylmethoxy]carbonyl}-L-cysteinyl)aminomethyl}tetrahydropyran-6-N-L-methionine methyl ester

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