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

Base Information

• Chemical Name: (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol
• CAS No.: 144811-34-7
• Molecular Formula: C₂₄H₃₃NO₇
• Molecular Weight: 447.529
• Mol file: 144811-34-7.mol

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

Chemical Property of (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

There total 1 articles about (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol 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: 91.0%

<1R-(1α,2β,3α,4β,5β)>-5-Azido-2-(benzyloxy)-1-<(benzyloxy)methyl>-3,4-bis(methoxymethoxy)-1-cyclopentanol (144811-29-0) → (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol (144811-34-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 4h;

DOI:10.7164/antibiotics.47.243 DOI:10.1021/jo00083a023

Reference yield: 97.0%

Benzyl isothiocyanate (622-78-6) + (1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol (144811-34-7) → N-Benzyl-N'-<<1R-(1α,2β,3α,4β,5β)>-2-(benzyloxy)-1-<(benzyloxy)methyl>-1-hydroxy-3,4-bis(methoxymethoxy)-1-cyclopent-5-yl>thiourea (144811-30-3)

Guidance literature:

In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1021/jo00083a023

Reference yield:

(1R,2R,3S,4R,5S)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol (144811-34-7) → (1R,2S,3R,4R,5S)-3-Amino-5-benzyloxy-4-benzyloxymethyl-cyclopentane-1,2,4-triol; hydrochloride (144811-35-8)

Guidance literature:

With hydrogenchloride; In methanol; at 60 ℃; for 5h;

DOI:10.1021/ja00051a051

upstream raw materials:

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

Downstream raw materials:

N-Benzyl-N'-<<1R-(1α,2β,3α,4β,5β)>-2-(benzyloxy)-1-<(benzyloxy)methyl>-1-hydroxy-3,4-bis(methoxymethoxy)-1-cyclopent-5-yl>thiourea

(1R,2S,3R,4R,5S)-3-Amino-5-benzyloxy-4-benzyloxymethyl-cyclopentane-1,2,4-triol; hydrochloride

trehazolin

N-Benzyl-N'-<<1R-(1α,2β,3α,4β,5β)>-2-(benzyloxy)-1-<(benzyloxy)methyl>-1,3,4-trihydroxycyclopent-5-yl>thiourea