<1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane

Base Information

• Chemical Name: <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane
• CAS No.: 154540-30-4
• Molecular Formula: C₂₃H₂₉NO₁₀
• Molecular Weight: 479.484
• Mol file: 154540-30-4.mol

Synonyms:<1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane

Chemical Property of <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane

There total 3 articles about <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane 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:

<1R-(1α,2β,3α,4β,5β)>-5-Azido-2-(benzyloxy)-1-(hydroxymethyl)-3,4-bis(methoxymethoxy)-1-cyclopentanol (149091-76-9) → <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane (154540-30-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

2: methanol / 5 h / Ambient temperature

3: 10percent HCl / methanol / 1.) r.t., 5 min, 2.) 50 deg C, 20 min

4: DMAP, pyridine / 24 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00083a023

Reference yield:

(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol (160799-84-8) → <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane (154540-30-4)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 5 h / Ambient temperature

2: 10percent HCl / methanol / 1.) r.t., 5 min, 2.) 50 deg C, 20 min

3: DMAP, pyridine / 24 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; In methanol;

DOI:10.1021/jo00083a023

Reference yield:

<1R-(1α,2β,3α,4β,5β)>-5-Acetamido-2-(benzyloxy)-1-(hydroxymethyl)-3,4-bis(methoxymethoxy)-1-cyclopentanol (149091-77-0) → <1R-(1α,2β,3α,4β,5β)>-5-Acetamido-1,3,4-triacetoxy-1-(acetoxymethyl)-2-(benzyloxy)cyclopentane (154540-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 10percent HCl / methanol / 1.) r.t., 5 min, 2.) 50 deg C, 20 min

2: DMAP, pyridine / 24 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; In methanol;

DOI:10.1021/jo00083a023

upstream raw materials:

(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-hydroxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

<1R-(1α,2β,3α,4β,5β)>-5-Acetamido-2-(benzyloxy)-1-(hydroxymethyl)-3,4-bis(methoxymethoxy)-1-cyclopentanol

<1R-(1α,2β,3α,4β,5β)>-5-Azido-2-(benzyloxy)-1-(hydroxymethyl)-3,4-bis(methoxymethoxy)-1-cyclopentanol

Downstream raw materials:

trehazolin

1-Deoxy-1-<<<3aR-(3aα,4α,5β,6α,6aα)>-4-(hydroxymethyl)-3a,5,6,6a-tetrahydro-4,5,6-trihydroxy-4H-cyclopentoxazol-2-yl>amino>-2,3,4,6-tetra-O-benzyl-α-D-glucopyranose

N'-(2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl)-N-<<1R-(1α,2β,3α,4β,5β)>-1-(hydroxymethyl)-1,2,3,4-tetrahydroxycyclopent-5-yl>thiourea