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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633314Generated: November 3, 2026

Methyl 1-(6-amino-9H-purin-9-yl)-3-[N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosylamino]-1,3-dideoxy-beta-D-ribofuranuronate → 3-{2-Amino-3-[4-(carboxymethoxy)phenyl]propanoylamino}-5-(6-aminopurin-9-yl)-4-hydroxyoxolane-2-carboxylic acid

https://huagongshe.com/reaction/1633314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 1-(6-amino-9H-purin-9-yl)-3-[N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyrosylamino]-1,3-dideoxy-beta-D-ribofuranuronateHCID 70465257—
SolventFormic AcidHCID 284—
Product3-{2-Amino-3-[4-(carboxymethoxy)phenyl]propanoylamino}-5-(6-aminopurin-9-yl)-4-hydroxyoxolane-2-carboxylic acidHCID 47613978.5%

Reaction Steps

A mixture of methyl 1-(6-amino-9H-purin-9-yl)-3-(N-tert-butoxycarbonyl-O-methoxycarbonylmethyl-L-tyroylamino)-1,3-dideoxy-β-D-ribofuranuronate (200 mg) prepared in Example 76 and formic acid (3 ml) was stirred for 3 hours at room temperature and evaporated to dryness. To the residue was added 1N aqueous sodium hydroxide to adjust the resulting solution to pH 7 and a further 1N aqueous sodium hydroxide (3 ml) was added thereto. The mixture was stirred for 15 minutes at room temperature and adjusted to pH 2 with 1N hydrochloric acid. The resulting precipitates were filtered, washed with water and dried to give 1-(6-amino-9H-purin-9-yl)-3-(O-carboxymethyl-L-tyrosylamino)-1,3-dideoxy-β-D-ribofuranuronic acid (125 mg), mp. 209°-212° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04479942
Source datasetuspto-grants-1984_10
ORD IDord-3f752606371d424eb9883cd1d5cae6f7
Source noteuspto-grants-1984_10